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One-pot synthesis of N2-aminoprotected 6-substituted and cycloalka[d] 4-trifluoromethyl-2-acetylaminopyrimidines

✍ Scribed by Helio G. Bonacorso; Adriana Ferla; Cleber A. Cechinel; Nilo Zanatta; Marcos A. P. Martins

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
289 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The one‐pot synthesis of a novel series of amino‐protected 6‐alkyl‐, 6‐aryl‐, 6‐heteroaryl‐ and 5,6‐fused‐cycloalkane 4‐trifluoromethyl‐2‐acetylaminopyrimidines, where alkyl = Me; aryl = Ph, 4‐CH~3~Ph, 4‐FPh, 4‐ClPh, 4‐BrPh, 4‐OCH~3~Ph, 4‐NO~2~Ph, 4,4′‐biphenyl, 1‐naphthyl; heteroaryl = 2‐thienyl, 2‐furyl and cycloalkyl = c‐C~6~H~4~, c‐C~7~H~5~ from the reaction of substituted 4‐methoxy‐1,1,1‐trifluoroalk‐3‐en‐2‐ones with 1‐acetylguanidine in acetonitrile or propan‐2‐ol as solvent, is reported. The acetylamino group of 2‐acetylaminopyrimidines was hydrolyzed under three different conditions to afford the corresponding free 2‐aminopyrimidines.

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