Synthesis and aromatization of dihydropyrimidines structurally related to calcium channel modulators of the nifedipine-type

A series of 4-substituted ethyl 2-methoxy-6-methyl-1,4-dihydropyrimidine-5-carboxylates has been synthesized and was successfully aromatized to the corresponding pyrimidines with various oxidizing reagents. O-Demethylation of such pyrimidines provides a simple route to pyrimidinone derivatives which...

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Bibliographic Details
Published inHeterocycles Vol. 45; no. 10; pp. 1967 - 1978
Main Authors vandenEynde, JJ, Audiart, N, Canonne, Michel, S, VanHaverbeke, Y, Kappe, CO
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 1997
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
BLOCKERS
OXIDATION
ANTIHYPERTENSIVE AGENTS
NITRATE
HANTZSCH 1,4-DIHYDROPYRIDINES
DIHYDROPYRIDINES
TAUTOMERISM
ACID-ESTERS
PYRIDINIUM CHLOROCHROMATE
POTENT MIMICS
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Summary:A series of 4-substituted ethyl 2-methoxy-6-methyl-1,4-dihydropyrimidine-5-carboxylates has been synthesized and was successfully aromatized to the corresponding pyrimidines with various oxidizing reagents. O-Demethylation of such pyrimidines provides a simple route to pyrimidinone derivatives which are otherwise difficult to obtain.
ISSN:0385-5414
DOI:10.3987/com-97-7931