NOVEL HETEROCYCLIC COMPOUNDS
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Abstract
The present invention relates to heterocyclic compounds of the general formula (I) their pharmaceutically acceptable salts, pharmaceutically acceptable solvates, enantiomers, diastereomers, and polymorphs. The invention also relates to processes for the preparation of the compounds of invention, pharmaceutical compositions containing the compounds and their use as selective Bruton'"'"'s Tyrosine Kinase (BTK) inhibitors.
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Citations
13 Claims
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1. Compound having the structure of general formula (I)
- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 10, 11, 12)
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2. The compound as claimed in claim 1, wherein R1 is selected from hydrogen, keto, halogen, unsubstituted or substituted groups selected from cyano, alkyl, haloalkyl groups.
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3. The compound as claimed in claim 1, wherein R2 is selected from the following ring system.
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4. The compound as claimed in claim 1, wherein R3 is selected from C(O)—
- CH═
CH2, C(O)—
CH═
CH—
R4, SO2—
NH(C1-7)alkyl, SO2—
CH═
CH2, SO2—
CH═
CH—
R4 groups, wherein R4 is as defined earlier.
- CH═
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5. The compound as claimed in claim 1, wherein U is selected from unsubstituted or substituted groups selected from aryloxyaryl, aryloxyalkyl, aryloxyheteroaryl, heteroaryloxyaryl, heteroaryloxyalkyl, heteroaryloxyheteroaryl, Ph-CO—
- N(R7R8), Ph-N(R9)—
CO—
R10, wherein R7 to R10 are as defined earlier.
- N(R7R8), Ph-N(R9)—
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6. A compound as claimed in claim 1 selected from the group comprising of:
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1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(5-((4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)pyridin-2-yl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(2-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2-methylbenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(dibenzo[b,d]furan-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; N-(6-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzo[d]thiazol-2-yl)acetamide; 1-(5-(4-amino-3-(2-methoxybenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-yn-1-one; 1-(5-(4-amino-3-(3-methoxy-4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyridin-2-yl)benzamide; 1-(5-(4-amino-3-(2-phenylbenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d][1,3]dioxol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]oxazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 3-(4-phenoxyphenyl)-1-(2-(vinylsulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; 1-(5-(4-amino-3-(2-phenylbenzo[d]oxazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2-phenoxybenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]oxazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2-phenylbenzo[d]oxazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; 9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-7-(4-phenoxyphenyl)-5,7-dihydro-4H-purin-8(9H)-one; 1-(5-(4-amino-3-(4-(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-6-bromo-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-2-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydrocyclopenta[c]pyrrole-2-carbonyl)-3-cyclopropylacrylonitrile; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxy-N-(4-methylpyridin-2-yl)benzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzamide; 1-(5-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)picolinamide; 6-amino-7-(4-phenoxyphenyl)-9-(2-(vinyl sulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-7H-purin-8(9H)-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(benzo[d]thiazol-2-yl)benzamide; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)pyrazine-2-carboxamide; 1-(5-(4-amino-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyrazin-2-yl)benzamide; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)benzamide; 1-(5-(4-amino-3-(4-(5-(pyridin-2-yl)-1,3,4-thiadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; Z)-methyl 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzimidate; 6-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)nicotinamide; 1-(5-(4-amino-3-(4-(pyridin-2-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyridin-2-yl)benzamide; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzamide; 1-(5-(4-amino-3-(4-(5-(pyrazin-2-yl)-1,3,4-thiadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-1-(5-(4-amino-3-(4-(pyridin-2-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyrazin-2-yl)benzamide; (Z)-methyl 4-(4-amino-1-(2-((E)-4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzimidate; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 1-(5-(4-amino-3-(4-(pyridin-3-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-1-(5-(4-amino-3-(4-(pyridin-3-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino) but-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-methyl-N-(4-methylpyridin-2-yl)benzamide; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-methyl-N-(4-methyl pyridin-2-yl)benzamide; (E)-1-(5-(4-amino-3-(4-(5-(pyrazin-2-yl)-1,3,4-thiadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(4-(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one
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7. A compound as claimed in claim 1 selected from the group comprising of:
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1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(5-((4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)pyridin-2-yl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(2-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2-methylbenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(dibenzo[b,d]furan-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; N-(6-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzo[d]thiazol-2-yl)acetamide; 1-(5-(4-amino-3-(2-methoxybenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-yn-1-one; 1-(5-(4-amino-3-(3-methoxy-4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyridin-2-yl)benzamide; 1-(5-(4-amino-3-(2-phenylbenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d][1,3]dioxol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]oxazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 3-(4-phenoxyphenyl)-1-(2-(vinyl sulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine; 1-(5-(4-amino-3-(2-phenylbenzo[d]oxazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2-phenoxybenzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(1-methyl-1H-pyrazol-4-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]oxazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2-phenylbenzo[d]oxazol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl) hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; 9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-7-(4-phenoxyphenyl)-5, 7-dihydro-4H-purin-8(9H)-one; 1-(5-(4-amino-3-(4-(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-6-bromo-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-2-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydrocyclopenta[c]pyrrole-2-carbonyl)-3-cyclopropylacrylonitrile; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxy-N-(4-methylpyridin-2-yl)benzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzamide; 1-(5-(4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl) hexa hydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)picolinamide; 6-amino-7-(4-phenoxyphenyl)-9-(2-(vinyl sulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-7H-purin-8 (9H)-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(benzo[d]thiazol-2-yl)benzamide; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)pyrazine-2-carb oxamide; 1-(5-(4-amino-3-(2,2-difluorobenzo[d][1,3]dioxol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyrazin-2-yl)benzamide; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)phenyl)benzamide; 1-(5-(4-amino-3-(4-(5-(pyridin-2-yl)-1,3,4-thiadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; Z)-methyl 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzimidate; 6-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)nicotinamide; 1-(5-(4-amino-3-(4-(pyridin-2-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyridin-2-yl)benzamide; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzamide; 1-(5-(4-amino-3-(4-(5-(pyrazin-2-yl)-1,3,4-thiadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-1-(5-(4-amino-3-(4-(pyridin-2-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino) but-2-en-1-one; (E)-1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(pyrazin-2-yl)benzamide; (Z)-methyl 4-(4-amino-1-(2-((E)-4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-methylpyridin-2-yl)benzimidate; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-(trifluoromethyl)pyridine-2-yl)benzamide; 1-(5-(4-amino-3-(4-(pyridin-3-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; (E)-1-(5-(4-amino-3-(4-(pyridin-3-yloxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethyl amino) but-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-methyl-N-(4-methylpyridin-2-yl)benzamide; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-methyl-N-(4-methylpyridin-2-yl)benzamide; (E)-1-(5-(4-amino-3-(4-(5-(pyrazin-2-yl)-1,3,4-thiadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(4-(5-(pyridin-2-yl)-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)prop-2-en-1-one; 2-acryloyl-5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3-dihydrocyclopenta[c]pyrrole-4,6(1H,5H)-dione; 2-acryloyl-5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl) hexahydrocyclopenta[b]pyrrol-1(2H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,5,6-tetrahydrocyclopenta[b]pyrrol-1(4H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-cyclopenta[c]pyridin-2(3H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-azabicyclo[3.2.0]heptan-3-yl)prop-2-en-1-one; 1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-6-azabicyclo[3.2.0]heptan-6-yl)prop-2-en-1-one; N-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydropentalen-2-yl)acrylamide; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-isoindol-2(3H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[b]pyrrol-1(2H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,5, 6-tetrahydrocyclopenta[b]pyrrol-1(4H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(7-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(7-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(7-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5, 6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)prop-2-en-1-one; 2-acryloyl-5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3-dihydrocyclopenta[c]pyrrole-4,6(1H,5H)-dione; 2-acryloyl-5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrole-1,3(2H,4H)-dione; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[b]pyrrol-1(2H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,5,6-tetrahydrocyclopenta[b]pyrrol-1(4H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-cyclopenta[c]pyridin-2(3H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-azabicyclo[3.2.0]heptan-3-yl)prop-2-en-1-one; 1-(3-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-6-azabicyclo[3.2.0]heptan-6-yl)prop-2-en-1-one; N-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydropentalen-2-yl)acrylamide; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-isoindol-2(3H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[b]pyrrol-1(2H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,5,6-tetrahydrocyclopenta[b]pyrrol-1(4H)-yl)prop-2-en-1-one; 1-(4-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(7-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(7-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(7-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[b]pyridin-1-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-cyclopenta[c]pyridin-2(3H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-azabicyclo[3.2.0]heptan-3-yl)prop-2-en-1-one; N-(5-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydropentalen-2-yl)acrylamide; 1-(5-(4-amino-3-(benzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)prop-2-en-1-one; 1-(6-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-cyclopenta[c]pyridin-2(3H)-yl)prop-2-en-1-one 1-(6-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-azabicyclo[3.2.0]heptan-3-yl)prop-2-en-1-one; N-(5-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydropentalen-2-yl)acrylamide; 1-(5-(4-amino-3-(2,3-dihydrobenzo[b]thiophen-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)prop-2-en-1-one; N-(6-(1-(2-acryloyl-1,2,3,4,5,6-hexahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzo[d]thiazol-2-yl)acetamide; N-(6-(1-(2-acryloyloctahydro-1H-cyclopenta[c]pyridin-6-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzo[d]thiazol-2-yl)acetamide; N-(5-(3-(2-acetamidobenzo[d]thiazol-6-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-1-yl)octahydropentalen-2-yl)acrylamide; (E)-1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5, 6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(6-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-cyclopenta[c]pyridin-2(3H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(6-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-azabicyclo[3.2.0]heptan-3-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4,6, 7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-5,6-dihydrocyclopenta[c]pyrrol-2(1H,3H,4H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(6-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydro-1H-cyclopenta[c]pyridin-2(3H)-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(6-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3-azabicyclo[3.2.0]heptan-3-yl)-4-(dimethylamino)but-2-en-1-one; (E)-1-(5-(4-amino-3-(benzo[d]thiazol-6-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4, 6,7-tetrahydro-1H-cyclopenta[c]pyridin-2(5H)-yl)-4-(dimethylamino)but-2-en-1-one; 1-(5-(4-amino-3-(4-benzoylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-phenylbenzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-methyl-N-phenylbenzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methyl-N-phenylbenzamide 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxy-N-phenylbenzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N,2-dimethyl-N-phenylbenzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxy-N-methyl-N-phenylbenzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methyl-N-(pyridin-2-yl)benzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxy-N-(pyridin-2-yl)benzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methyl-N-(4-methylpyridin-2-yl)benzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methyl-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-2-methoxy-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-6-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-6-fluoro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-6-bromo-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-6-(difluoro methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-6-(trifluoro methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-6-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-methyl-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-(pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-methyl-N-(pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-(4-methylpyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-methyl-N-(4-methylpyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-methyl-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methyl-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N,2-dimethyl-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-methyl-N-phenylbenzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methyl-N-(pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-(pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N,2-dimethyl-N-(pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-methyl-N-(pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methyl-N-(4-methylpyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-(4-methylpyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N,2-dimethyl-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-methyl-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methyl-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-methoxy-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(3-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-8-aminoimidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; 4-(3-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-8-aminoimidazo[1,5-a]pyrazin-1-yl)-N-methyl-N-phenylbenzamide; 4-(3-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-8-aminoimidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide; 4-(3-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-8-aminoimidazo[1,5-a]pyrazin-1-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(3-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-8-aminoimidazo[1,5-a]pyrazin-1-yl)-2-methoxy-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-phenylbenzamide; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-methyl-N-phenylbenzamide; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-(pyridin-2-yl)benzamide; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-(4-methylpyridin-2-yl)benzamide; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-2-methoxy-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide; 4-(1-(2-acryloyl-1,2,3,4,5,6-hexahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-phenylbenzamide; 4-(1-(1-acryloyloctahydrocyclopenta[b]pyrrol-5-yl)-4-amino-1H-pyrazolo[3, 4-d]pyrimidin-3-yl)-N-phenylbenzamide; 4-(4-amino-1-(2-(vinylsulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-phenylbenzamide; (E)-4-(4-amino-1-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-phenylbenzamide; (E)-4-(4-amino-1-(2-(4-(cyclopropyl(methyl)amino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-phenyl benzamide; (Z)-4-(4-amino-1-(2-(2-cyano-3-cyclopropylacryloyl)octahydrocyclopenta[c]pyrrol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-phenylbenzamide; 4-(7-(2-acryloyl-1,2,3,4,5,6-hexahydrocyclopenta[c]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(7-(1-acryloyloctahydrocyclopenta[b]pyrrol-5-yl)-4-amino-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(4-amino-7-(2-(vinylsulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; (E)-4-(4-amino-7-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; (E)-4-(4-amino-7-(2-(4-(cyclopropyl(methyl)amino)but-2-enoyl)octahydro cyclopenta[c]pyrrol-5-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenyl benzamide; (Z)-4-(4-amino-7-(2-(2-cyano-3-cyclopropylacryloyl)octahydrocyclopenta[c]pyrrol-5-yl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-N-phenylbenzamide; 4-(3-(2-acryloyl-1,2,3,4,5,6-hexahydrocyclopenta[c]pyrrol-5-yl)-8-amino imidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; 4-(3-(1-acryloyloctahydrocyclopenta[b]pyrrol-5-yl)-8-aminoimidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; 4-(8-amino-3-(2-(vinylsulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)imidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; (E)-4-(8-amino-3-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)imidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; (E)-4-(8-amino-3-(2-(4-(cyclopropyl(methyl)amino)but-2-enoyl)octahydroyclopenta[c]pyrrol-5-yl)imidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; (Z)-4-(8-amino-3-(2-(2-cyano-3-cyclopropylacryloyl)octahydrocyclopenta[c]pyrrol-5-yl)imidazo[1,5-a]pyrazin-1-yl)-N-phenylbenzamide; 4-(9-(2-acryloyl-1,2,3,4,5,6-hexahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8, 9-dihydro-7H-purin-7-yl)-N-phenylbenzamide; 4-(9-(1-acryloyloctahydrocyclopenta[b]pyrrol-5-yl)-6-amino-8-oxo-8, 9-dihydro-7H-purin-7-yl)-N-phenylbenzamide; 4-(6-amino-8-oxo-9-(2-(vinyl sulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)-8, 9-dihydro-7H-purin-7-yl)-N-phenylbenzamide; (E)-4-(6-amino-9-(2-(4-(dimethylamino)but-2-enoyl)octahydrocyclopenta[c]pyrrol-5-yl)-8-oxo-8, 9-dihydro-7H-purin-7-yl)-N-phenylbenzamide; (E)-4-(6-amino-9-(2-(4-(cyclopropyl(methyl)amino)but-2-enoyl)octahydro cyclopenta[c]pyrrol-5-yl)-8-oxo-8, 9-dihydro-7H-purin-7-yl)-N-phenyl benzamide; (Z)-4-(6-amino-9-(2-(2-cyano-3-cyclopropylacryloyl)octahydrocyclopenta[c]pyrrol-5-yl)-8-oxo-8, 9-dihydro-7H-purin-7-yl)-N-phenylbenzamide; 1-(5-(4-amino-3-(4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-6-chloro-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-6-(difluoromethyl)-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(8-amino-1-(4-phenoxyphenyl)imidazo[1,5-a]pyrazin-3-yl)hexahydro cyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(4-phenoxyphenyl)-3-(2-(vinyl sulfonyl)octahydrocyclopenta[c]pyrrol-5-yl)imidazo[1,5-a]pyrazin-8-amine; 7-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-5-(4-phenoxy phenyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid; 4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(5-chloropyridin-2-yl)benzamide; 1-(5-(4-amino-3-(4-(morpholinomethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(piperidin-1-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-((3,4-dihydroisoquinolin-2(1H)-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-((tetrahydrofuran-2-yl)oxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(1-morpholinoethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(pyrrolidin-1-ylmethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-((dimethylamino)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; N-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzyl)acetamide; 1-(5-(4-amino-3-(4-(2-morpholinoethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 2-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzyl)isoindoline-1,3-dione; 1-(5-(4-amino-3-(4-((3,4-dihydroisoquinolin-2(1H)-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(azepan-1-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-((hexahydro-1H-isoindol-2(3H)-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-(thiomorpholinomethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 1-(5-(4-amino-3-(4-((1,1-dioxidobenzo[d]isothiazol-2(3H)-yl)methyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)prop-2-en-1-one; 2-(4-(1-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl)benzyl)isoindolin-1-one; 9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-7-(benzo[d]thiazol-6-yl)-7H-purin-8(9H)-one; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-methyl-N-(4-methylpyridin-2-yl)benzamide; 9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-7-(4-((methyl(4-methylpyridin-2-yl)amino)methyl)phenyl)-7H-purin-8(9H)-one; 4-(9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-8-oxo-8,9-dihydro-7H-purin-7-yl)-N-(pyridin-2-yl)benzamide; 9-(2-acryloyloctahydrocyclopenta[c]pyrrol-5-yl)-6-amino-7-(4-benzoylphenyl)-7H-purin-8(9H)-one
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8. A pharmaceutical composition comprising a therapeutically effective amount of a compound of Formula (I) as claimed in any of the preceding claims and optionally one or more pharmaceutically acceptable carriers, diluents or excipients.
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10. A method of treating a disease, disorder or condition, which would benefit from inhibition of tyrosine kinase (s), such as BTK activity comprising administering to a patient in need thereof an effective amount of a compound of Formula (I) according to any of the preceding claims or its suitable pharmaceutical composition.
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11. A medicine for the treatment of a disease, disorder or condition, which would benefit from inhibition of tyrosine kinase (s), such as BTK activity, which comprises administering a therapeutically effective amount of compound of Formula (I) or its pharmaceutical composition as defined in any of the preceding claims to a patient or subject in need thereof.
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12. A pharmaceutical composition comprising the compound of the present invention in combination with one or more suitable pharmaceutically active agents selected from following therapeutic agents in any combination. Immunosuppressants (eg., Methotrexate, mercaptopurine, cyclophosphamide), glucocorticoids, non-steroidal anti-inflammatory drugs, Cox-2 specific inhibitors, TNF- binding proteins (eg., Infliximab, etanercept), interferon-13, interferon-, interleukin-2, antihistamines, beta-agonist, anticolinergics, anti-cancer agents or their suitable pharmaceutically acceptable salts. Further examples of anticancer agents for use in combination with BTK inhibitors include chemotherapy or a targeted therapy, alkylating agents, platinum compounds, DNA altering agents, Topoisomerase inhibitors, microtubule modifiers, antimetabolites, anticancer antibiotics, hormones, Aromatase inhibitors, antibodies, cytokines, vaccines, drug conjugates, inhibitors of mitogen-activated protein kinase signaling (ex:
- BAY 43-9006), Syk inhibitors, mTOR inhibitors, antibodies (Rituxan), other anticancer agents that can be employed in combination include, Vinblastin, Bleomycin, Cisplatin, Acivicin, Azacitidine, Decitabine, Doxorubicin, Enloplatin, Flurouracil, Methotrexate, Vinblastin, Vincristine and BCR/ABL antagonist. Use of a compound of Formula (I) or its pharmaceutical composition according to any of the preceding claims for the manufacture of a medicament for treating a disease, disorder or condition, which would benefit from inhibition of tyrosine kinase (s), such as BTK activity.
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2. The compound as claimed in claim 1, wherein R1 is selected from hydrogen, keto, halogen, unsubstituted or substituted groups selected from cyano, alkyl, haloalkyl groups.
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9. The pharmaceutical composition which is useful for treating a disease, disorder or condition, which would benefit from inhibition of tyrosine kinase (s), such as BTK activity to provide clinical benefit in diseases such as autoimmune disorders, an inflammatory disease, or an allergy disease selected from rheumatoid arthritis or lupus erythromatosis, asthma, allergic rhintis, B-cell proliferative disorder such as B-cell lymphoma, multiple sclerosis, mantle cell lymphoma, chronic lymphocytic lymphoma/leukemia, diffuse large B-cell lymphoma, Follicular lymphoma or chronic lymphocytic leukemia, B-cell prolymphocytic leukemia.
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13. Use of the compound of formula (I) and a suitable pharmaceutically acceptable agent selected from anti-cancer and anti-inflammatory agents or their pharmaceutically acceptable salts for the treatment of autoimmune and allergic disorders, such as rheumatoid arthritis, systemic lupus erythromatosis, scleroderma, asthma, allergic rhinitis, allergic eczema, B-cell lymphoma, multiple sclerosis, juvenile rheumatoid arthritis, juvenile idiopathic arthritis, inflammatory bowel disease, graft versus host disease, psoriatic arthritis, ankylosing spondylitis and uveritis, B cell lymphoma, multiple sclerosis, diffuse large B-cell lymphoma, follicular lymphoma or chronic lymphocytic leukemia and B-cell prolymphocytic leukemia.
Specification
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Current AssigneeCadila Healthcare Limited (Zydus Lifesciences Limited)
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Original AssigneeCadila Healthcare Limited (Zydus Lifesciences Limited)
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InventorsBAHEKAR, Rajesh, PATEL, Dipam, SHAH, Kiran, DESAI, Ranjit C.
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Granted Patent
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Time in Patent OfficeDays
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Field of Search
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US Class Current1/1
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CPC Class CodesA61K 31/4985 Pyrazines or piperazines or...A61K 31/519 ortho- or peri-condensed wi...A61K 31/522 having oxo groups directly ...A61K 31/5377 not condensed and containin...A61K 31/55 having seven-membered rings...A61K 45/06 Mixtures of active ingredie...A61P 11/02 Nasal agents, e.g. deconges...A61P 11/06 AntiasthmaticsA61P 19/02 for joint disorders, e.g. a...A61P 25/00 Drugs for disorders of the ...A61P 29/00 Non-central analgesic, anti...A61P 35/00 Antineoplastic agentsA61P 35/02 specific for leukemiaA61P 37/00 Drugs for immunological or ...A61P 37/02 ImmunomodulatorsA61P 37/06 Immunosuppressants, e.g. dr...A61P 37/08 Antiallergic agents antiast...A61P 43/00 Drugs for specific purposes...C07D 473/34 attached in position 6, e.g...C07D 487/04 Ortho-condensed systems