C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/297
C07D 213/81 (2006.01) B01J 31/24 (2006.01)
Patent
CA 2008878
It has been found that pyridine-2-carboxamides of the formula (see formula I) wherein R signifies amino or a residue convertible into amino, and pharmaceutically usable acid addition salts of that carboxamide in which R signifies amino can be manufactured in a simple manner and in good yield by reacting 2,5-dichloropyridine in the presence of a palladium-phosphine catalyst with an alkyne of the formula R1-C.ident.CH III wherein R1 signifies hydrogen, lower-alkyl, trimethylsilyl or the group -(R2)(R3)-COH and R2 and R3 each independently signify hydrogen or lower-alkyl or together signify cyclopentyl or cyclohexyl, oxidizing the resulting alkyne to give 5-chloropyridine-2- -carboxylic acid and reacting this acid or a reactive functional derivative thereof with an amino compound of the formula Image or with carbon monoxide and an amino compound of formula VI or with carbon monoxide and a lower alkanol which is optionally mixed with water and reacting the resulting acid or the resulting ester with an amino compound of formula VI. The compounds of formula I in which R signifies amino are known, reversible and highly active MAO-B inhibitors.
Scalone Michelangelo
Vogt Peter
F. Hoffmann-La Roche Ag
Gowling Lafleur Henderson Llp
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