The synthesis of 5??azaindoles by substitution??rearrangement of 7??azaindoles upon treatment with certain primary amines

…, SB Larson, RK Robins, HB Cottam

Index: Girgis, Nabih S.; Larson, Steven B.; Robins, Roland K.; Cottam, Howard B. Journal of Heterocyclic Chemistry, 1989 , vol. 26, p. 317 - 325

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Citation Number: 39

Abstract

Abstract Certain 4-substituted 1H-pyrrolo [2, 3-b] pyridines (7-azaindoles) undergo a nucleophilic substitution-rearrangement upon treatment with various primary amines at elevated temperatures to yield N-1-substituted 4-amino-1H-pyrrolo [3, 2-c] pyridines (5- azaindoles). Treatment of the same 7-azaindoles with secondary amines under the same reaction conditions led to simple nucleophilic substitution products.