BIPYRAZOLE DERIVATIVES AS JAK INHIBITORS
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Abstract
The present invention provides compounds of Formula I:
or pharmaceutically acceptable salts thereof, as well as their compositions and methods of use, that inhibit the activity of Janus kinase (JAK) and are useful in the treatment of diseases related to the activity of JAK including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.
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Citations
60 Claims
- 1. A compound of Formula I:
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10-18. -18. (canceled)
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21-32. -32. (canceled)
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41. A salt selected from:
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4-[3-(cyanomethyl)-3-(3′
,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide phosphoric acid salt;4-[3-(cyanomethyl)-3-(3′
,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide hydrochloric acid salt;4-[3-(cyanomethyl)-3-(3′
,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide hydrobromic acid salt; and4-[3-(cyanomethyl)-3-(3′
,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide sulfuric acid salt.
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60. A process of preparing 4-[3-(cyanomethyl)-3-(3′
- ,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide phosphoric acid salt, comprising;(a) dissolving the 4-[3-(cyanomethyl)-3-(3′
,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide phosphoric acid salt in methanol at a temperature from about 40°
C. to about 70°
C. to form a first mixture;(b) adding n-heptane to the first mixture at a temperature from about 40°
C. to about 70°
C. to form a second mixture; and(c) cooling the second mixture to provide 4-[3-(cyanomethyl)-3-(3′
,5′
-dimethyl-1H,1′
H-4,4′
-bipyrazol-1-yl)azetidin-1-yl]-2,5-difluoro-N-[(1S)-2,2,2-trifluoro-1-methylethyl]benzamide phosphoric acid salt.
- ,5′
Specification