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Short Paper | Regular issue | Vol 94, No. 1, 2017, pp.140-146
Published online, 29th December, 2016
DOI: 10.3987/COM-16-13616
One-Pot Synthesis of Imidazo[1,5-c]pyrimidine Derivatives from a 4,6-Dichloropyrimidine Derivative and Benzyl Isocyanides

Kazuhiro Kobayashi,* Daiki Fujiwara, Yuuho Shigemura, Hidetaka Hiyoshi, and Kazuto Umezu

*Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan

Abstract

A convenient method for the synthesis of imidazo[1,5-c]pyrimidine derivatives has been developed. Thus, benzyl isocyanides are treated with sodium hydride in DMF at 0 ˚C to generate the corresponding benzyl anions, which are allowed to react with 4,6-dichloro-2-(methylsulfanyl)pyrimidine (DCSMP) to afford 1-aryl-7-chloro-5-(methylsulfanyl)imidazo[1,5-c]pyrimidines in one pot in moderate yields.