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Paper | Regular issue | Vol 41, No. 6, 1995, pp.1275-1290
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7055
Direct Introduction of Acyl and Ethoxycarbonyl Groups into Pyrimidine Ring through the Trimethylstannyl Derivatives

Yutaka Yamamoto,* Hidekazu Ouchi, Takuo Tanaka, and Yasuo Morita

*Tohoku College of Pharmacy, 4-1, Komatsushima 4 Chome, Aoba-ku, Sendai 981, Japan

Abstract

The reactions of acylformyl chlorides with 2- and 4-rimethylstannylpyrimidine derivatives proceeded more smoothly than those of acyl chlorides giving the corresponding 2- and 4-acylpyrimidines. Employing ethyl chloroglyoxylate instead of the acylating agent yielded the ethoxycarbonylpyrimidines. Similarly, the stepwise acylation and ethoxycarbonylation of bis(trimethylstannyl)pyrimidines provided pyrimidines having two different carbon functional groups.