C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
C07D 213/69 (2006.01) C07D 401/06 (2006.01) C07D 413/06 (2006.01)
Patent
CA 2488034
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. (see formula II) (see formula III) (see formula I) The process includes reacting an amine R2NH2 with 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 R5 is hydrogen may be formed when an intermediate substituent is used wherein R5 is an alcohol protective group removable by catalytic hydrogenation.
Agostino Sandra Vittoria
Leung-Toung Regis
Li Wanren
Shah Birenkumar Hasmukhbhai
Tam Tim Fat
Apotex Inc.
Apotex Technologies Inc.
Mckinnon Graham J.k.
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