Highly selective substitutions in 2, 3-dichloropyrazine. A novel general approach to aloisines

DS Chekmarev, SV Shorshnev, AE Stepanov…

Index: Chekmarev, Dmitriy S.; Shorshnev, Sergey V.; Stepanov, Alexander E.; Kasatkin, Alexander N. Tetrahedron, 2006 , vol. 62, # 42 p. 9919 - 9930

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Citation Number: 12

Abstract

A highly efficient synthesis of the potent CDKs (cyclin-dependent kinases) inhibitors, aloisines (substituted 5H-pyrrolo [2, 3-b] pyrazines) is presented. The method is based on highly selective monosubstitution of a single chlorine atom in 2, 3-dichloropyrazine with lithiated ketones, esters, and nitriles followed by co-cyclization of the resulting intermediates with primary amines or hydrazines.