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Substituted pyridopyrimidinones, 1: Convenient PTC alkylation and halogenation of 2-hydroxy-4H-pyrido[1,2-a]pyrimidin-4-one

✍ Scribed by Mohamed Abass; Aisha S. Mayas

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 173 KB
Volume: 18
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20245

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✦ Synopsis

Abstract

Alkylation of 2‐hydroxy‐4__H__‐pyrido[1,2‐a]pyrimidin‐4‐one (1) was investigated under solid–liquid phase transfer catalysis conditions (PTC), using tetrabutylammonium bromide and potassium carbonate. The reaction with alkyl halides led to the formation of various 2‐alkoxy products, in fair yields. Reaction of compound 1 with epichlorohydrin and chloroacetonitrile, under the same PTC conditions, afforded novel O1,O3‐disubstituted glycerol and oxazolopyridopyrimidone betaine derivatives, respectively. Some 3‐halo‐, 3,3‐dihalo, and/or 2,3‐dihalopyrido[1,2‐a]pyrimidines were also prepared using different halogenating agents at different reaction conditions. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:19–27, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20245

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