Premium
Research on heterocyclic compounds. XLIII. Synthetic studies on 1,4‐dihydropyridine derivatives
Author(s) -
Rimoli Maria Grazia,
Avallone Lucia,
Zanarone Serena,
Abignente Enrico,
Mangoni Alfonso
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390601
Subject(s) - chemistry , yield (engineering) , dihydropyridine , combinatorial chemistry , organic chemistry , stereochemistry , calcium , materials science , metallurgy
In order to obtain N ‐benzyl‐3,5‐dicarbethoxy‐2,6‐dimethyl‐4‐phenyl‐1,4‐dihydropyridine 1 as a lead compound of pharmacological interest, the classical Hantzsch synthetic method and the modified Collie procedure were used. However, only a very low yield of 1 was obtained in a mixture with larger amounts of some by‐products ( 2, 3, 4 ). Compound 1 was then synthesized in satisfactory yield via a different method, together with another by‐product ( 9 ). The structures of all by‐products were elucidated and possible mechanisms leading to the formation of such compounds are described.