Synthesis of Some C‐3,4,5‐Substituted 2,6‐Dimethyl‐1,4‐dihydropyridines (4‐DHPs)

Abstract

A series of C‐3,4,5‐substituted 2,6‐dimethyl‐1,4‐dihydropyridines (1,4‐DHPs) with pharmacological properties were prepared by a variation from the classical Hantzsch synthesis. The procedure involves treatment of the respective aldehyde with either ethyl‐3‐aminocrotonate or 3‐aminocrotonitrile in anhydrous acetic acid at temperatures not exceeding 60°C, thus minimizing by‐product formation. The structures of title compounds were elucidated by ¹H NMR, ¹³C NMR, FTIR, and elemental analysis.

Keywords:

• cyclization
• 1,4‐dihydropyridines
• nitrogen heterocycles

Acknowledgements

This article was supported by a grant from FONDECYT Project No. 1050761.