Volume 29, Issue 7 pp. 1685-1688
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Studies on pyrazine. 23 . Homolytic acylation of 2-amino-3-cyanopyrazine and the related compounds with α-keto acids: A synthesis of 5-acyl-3-aminopyrazinecarboxylic acid derivatives

Nobuhiro Sato

Nobuhiro Sato

Department of Chemistry, Yokohama City University, Yokohama 236, Japan

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Hisashi Kadota

Hisashi Kadota

Department of Chemistry, Yokohama City University, Yokohama 236, Japan

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First published: December 1992
Citations: 12

Part 22: N. Sato, Y. Shimomura, Y. Ohwaki and R. Takeuchi, J. Chem. Soc., Perkin Trans. 1, 2877 (1991).

Abstract

Homolytic acylation of 2-amino-3-cyanopyrazine (1) with α-keto acids led to the formation of 6-acylated compounds in 74-85% yields. Methyl 3-aminopyrazinecarboxylate (2) and 3-aminopyrazinecarboxamide (3) were also acylated under the same conditions although in lower yields. The observed reactivity of acylation is explained by comparison with the homolytic reactions of related pyrazines.

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