Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2011-02-22
2011-02-22
Davis, Zinna N (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C544S128000, C544S360000, C546S276400
Reexamination Certificate
active
07893269
ABSTRACT:
The present invention relates to a novel process for the preparation of 1-alkyl or 1-cycloalkyl derivatives of 3-hydroxy-4-oxo-1,4-dihydropyridine-2-carboxamide of formula (I). The process includes reacting an amine R2NH2with a compound of formula (II) in a solution of metal hydroxide in water to give a compound of formula (III). Subsequent reaction of the compound of formula (III) with an acid chloride formation reagent in an inert solvent gives compounds of formula (I). The acid chloride formation reagent is selected from oxalyl chloride and dimethylformamide, dimethylchloromethylene-ammonium chloride and thionyl chloride and dimethylformamide. If desired, a compound of formula (I) where R5is hydrogen may be formed when an intermediate substituent is used wherein R5is an alcohol protective group removable by catalytic hydrogenation.
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Agostino Sandra Vittoria
Leung-Toung Regis
Li Wanren
Shah Birenkumar Hasmukhbhai
Tam Tim Fat
Apotex Inc
Davis Zinna N
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