Studies on pyrazines. 29. High regioselective synthesis of chloropyrazines from 3??substituted pyrazine 1??oxides

N Sato, M Fujii

Index: Sato, Nobuhiro; Fujii, Megumi Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 5 p. 1177 - 1180

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Citation Number: 10

Abstract

Abstract Reaction of 3-methoxy-or 3-chloropyrazine 1-oxides with refluxing phosphoryl chloride in the presence of amine led to a high regioselective formation of 3-substituted 2- chloropyrazines. In contrast, the use of chloroacetyl chloride instead of phosphoryl chloride enabled different regioselectivity to yield 6-substituted 2-chloropyrazines, particularly 3- methoxycarbonylpyrazine 1-oxide was almost exclusively converted into methyl 6- ...