Actisomide

Hydrogenation of 4-diisopropylamino-2-phenyl-2-pyridin-2-yl-butyramide over platinum oxide catalyst reduced the pyridine ring to a piperidine to give 4- diisopropylamino-2-phenyl-2-piperidin-2-yl-butyramide as a white solid, MP: 107°-108°C. Structure was confirmed by proton, carbon-13-NMR spectra and by elemental analysis. 2-(1-Acetylpiperidin-2-yl)-4-diisopropylamino-2-phenylbutyramide was prepared by acetylation of above product with N,N-dimethylacetamide dimethylacetal by heating at 80°C for about 14 hours. The acetamide melted at 191°-192°C. The treatment of that intermediate with lithium aluminum hydride led the newly introduced acetyl group to condense with the adjacent amide nitrogen. There was thus obtained 4-(2-diisopropylaminoethyl)-1- methyl-4-phenyl-4,4a,5,6,7,8-hexahydropyrido[1,2-c]pyrimidin-3-one, the new anti-arrhythmic agent actisomide, MP: 70°-75°C. Its structure was confirmed by proton NMR and infrared spectra and by elemental analysis.