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Paper | Regular issue | Vol 31, No. 2, 1990, pp.321-326
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5242
The Synthesis of 6-C-Substituted Purines via α-(Aminomemthylene)-6-purineacetonitrile

Norimitsu Hamamichi and Tadashi Miyasaka

*School of Pharmaceutical Sciences, Showa University, 1-5-8 Hatanodai, Shinagawa-ku, Tokyo 142, Japan

Abstract

6-Purinemalononitrile (3), which was prepared by the substitution of 6-chloropurine (1) with malononitrile or deprotection of methoxymethyl group of (9-methoxymethyl-purin-6-yl)malononitrile (2) with acid, has been catalytically hydrogenated to the α-(aminomethylene)-6-purineacetonitrile (4). Substitution of 4 with hydrazine and acetamidine hydrochloride gave pyrazole derivative (7) and pyrimidine derivative (8), respectively.