Piperidine → 2-Cyanoethyl 4-(3-chlorophenyl)-2,6-dimethyl-5-(methyl-(3-phenyl-2-propene-1-yl)carbamoyl)-1,4-dihydropyridine-3-carboxylate

Participants

Reaction Conditions

Reaction Steps

306 mg (1.32 mmol) of N-methyl-3-oxo-N-(3-phenyl-2-propene-1-yl)butyramide, 0.150 ml (1.32 mmol) of 3-chlorobenzaldehyde and 0.013 ml (0.132 mmol) of piperidine were heated under reflux overnight while water was removed. After washing with water, the organic layer was dried over anhydrous magnesium sulfate and then the solvent was evaporated under reduced pressure. The residue and 204 mg (1.32 mmol) of 2-cyanoethyl 3-aminocrotonate were heated at 85° C. under stirring in 6.6 ml of 2-propanol overnight. The reaction mixture was further heated at 120° C. under stirring under atmospheric pressure for 3 hours while 2-propanol was evaporated. The residue was purified by the high-performance liquid chromatography to obtain the title compound.

Provenance & Evidence