Tetrahedron

A facile one-pot synthesis of 2-substituted-3-aminoquinolines: preparation of benzo [b] naphthyridine-3-carbonitriles

YD Wang, DH Boschelli, S Johnson, E Honores

Index: Wang, Yanong D.; Boschelli, Diane H.; Johnson, Steven; Honores, Erick Tetrahedron, 2004 , vol. 60, # 13 p. 2937 - 2942

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Citation Number: 38

Abstract

A facile one-pot synthesis of 3-aminoquinolines from ortho-aminobenzaldehydes was developed. Ethyl 6, 7-dimethoxy-3-aminoquinoline-2-carboxylate, a key intermediate for the preparation of a 4-anilino-benzo [b][1, 5]-naphthyridine-3-carbonitrile, was efficiently prepared by this method. Synthetic routes to 4-anilino-benzo [b][1, 5]-naphthyridine-3- carbonitrile and 4-anilino-benzo [b][1, 8]-naphthyridine-3-carbonitrile are described