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Attempts to prepare some 3-substituted azolo[1,2-x]azines, intermediates in the synthesis of azaaplysinopsin derivatives

✍ Scribed by Lucija Jukić; Anton Čopar; Branko Stanovnik; Jurij Svete; Mateja Malešič; Aleš Krbavčič

Publisher: Journal of Heterocyclic Chemistry
Year: 1999
Tongue: English
Weight: 266 KB
Volume: 36
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570360506

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✦ Synopsis

Abstract

Some 3‐substituted pyrrolo[1,2‐a]azines 4a‐d were prepared in low yields from the corresponding 2‐methylpyridines 1a,b and pyrazine derivatives 1c,d by quaternization with methyl bromoacetate followed by treatment with N,N‐dimethylformamide dimethyl acetal. Ethyl 2‐pyridinylacetate (5) and 2‐pyridinylaceto‐nitrile (6) were converted with 4‐(2‐bromo‐1‐dimethylaminoethylidene)‐2‐phenyl‐5(4__H__)‐oxazolone (9) into pyrrolo[1,2‐a]pyridine derivatives 10 and 12, intermediates in the synthesis of azaaplysinopsins.

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