PREPARATION OF 5-AMINO-1,2-DIHYDRO-4-(1-METHYL-4-PIPERIDINYL)PYRROL-3-ONES

摘要

Acylation of (1-methyl-4(1H)-pyridinylidene)acetonitrile with chloroacetyl chloride was found to occur at the exocyclic carbon atom leading to 4-chloro-2-(1-methyl-4(1H)-pyridinylidene)-3-oxobutanenitrile. Its reaction with primary amines furnished 4-(2-amino-4,5-dihydro-4-oxo-1H-pyrrol-3-yl)-1-methylpyridinium chlorides. Hydrogenation of these quaternary salts afforded 5-amino-1,2-dihydro-4-( 1 -methyl-4-piperidinyl)-3H-pyrrol-3-ones in nearly quantitative yields.