ACID-CATALYZED DEUTERIUM EXCHANGE IN HANTZSCH-TYPE DIHYDROPYRIDINES

Darko Kocjan

Lek d. d., R&D, Ljubljana, Slovenia

Abstract

An interesting case of the acid-catalyzed deuterium exchange in methanol-d4 was found for 4-phenyl-1,4-dihydropyridine derivatives that belong to the class of Ca-channel antagonists. Deuterium exchange of the Ca-methyl protons indicates formation of an enamine carbocation that can be described by three mesomeric models.