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Methods of Preparing 2-Imidazol-1-Yl-4-Methyl-6-Pyrrolidin-2-Yl-Pyrimidine and 4-(1-Alkylpyrrolidin-2-Yl)-2-(1H-Imidazol-1-Yl)-6-Methylpyrimidine Derivatives

  • US 20080293942A1
  • Filed: 11/27/2006
  • Published: 11/27/2008
  • Est. Priority Date: 11/28/2005
  • Status: Abandoned Application
First Claim
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1. A method for the preparation of a compound of structural formula (VI):

  • or a salt, ester, or prodrug thereof, wherein;

    R1 is selected from the group consisting of hydrogen, acyl, alkanoyl, alkenyl, alkenyloxycarbonyl, alkoxy, alkoxyalkyl, alkyl, alkylaminocarbonyl, alkylsulfonyl, alkynyl, amido, amidoalkyl, amino, aroyl, aryl, arylalkyl, arylalkenyl, arylalkynyl, aryloxyarylalkyl, arylsulfonyl, arylalkylsulfonyl, arylalkenylsulfonyl, carbamoyl, carboalkoxy, carboarylalkoxy, carboaryloxy, carboarylalkenyloxy, carboalkoxyamino, cycloalkyl, cycloalkylalkyl, haloalkyl, heteroaroyl, heteroaryl, heteroarylalkyl, heteroarylalkenyl, heteroarylalkynyl, heteroarylsulfonyl, heteroarylarylalkylsulfonyl, heteroarylalkenylsulfonyl, heteroalkyl, heterocycloalkyl, hydroxyalkyl, perhaloalkyl, and trisubstituted silyl, any of which may be optionally substituted;

    comprising;

    a) treating the reaction product of structural formula (V),

    with suitable reagents including, but not limited to, an excess of an inorganic salt of guanidine, and an inorganic base, in a suitable protic solvent, using an appropriate reaction time over a suitable temperature range; and

    b) optionally isolating the reaction product of structural formula (VI).

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