Facile, regioselective syntheses of N-alkylated 2, 3-diaminopyridines and imidazo [4, 5-b] pyridines

…, KT Lentz, L Swenton, DC Lankin

Index: Khanna; Weier; Lentz; Swenton; Lankin Journal of Organic Chemistry, 1995 , vol. 60, # 4 p. 960 - 965

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Citation Number: 42

Abstract

Useful strategies are reported for the differentiation and selective synthetic manipulations of amino groups at the 2-and 3-positions of pyridines. It has been found that 2, 3- diaminopyridine reacts with aldehydes under reductive amination conditions to give predominantly the N-3 alkylated products, which have been used for the regioselective synthesis of N-1 substituted imidazo [4, 5-b1-pyridines. Investigations using 2-formamido- ...