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Synthesis of a new 1,4‐dihydropyridine containing the imidazo[1,5‐α]pyridine nucleus
Author(s) -
Fos Empar,
Boscá Francisco,
Mauleón David,
Carganico Germane
Publication year - 1993
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.5570300232
Subject(s) - chemistry , pyridine , formylation , dihydropyridine , aldehyde , amine gas treating , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , calcium
The synthesis of the new dihydropyridine diethyl 1,4‐dihydro‐4‐(imidazo[1,5‐α]pyridin‐8‐yl)‐2,6‐dimethyl‐pyridine‐3,5‐dicarboxylate ( 1 ) is described. After many attempts to prepare the key intermediate aldehyde 2a by different approaches, this compound has been obtained in good yields from methyl 2‐cyano‐3‐pyridinecar‐boxylate ( 10 ). A three‐step procedure involving reduction to the amine, formylation with concomitant cyclization and reduction of the ester group was used.