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Efficient Synthesis of Novel 2-(2-Chloroquinolin-3-Yl)Imidazo[1,2-A]Pyridin-3-Amine Derivatives Publisher



Akbari M1 ; Maleki A2 ; Bahadorikhalili S3 ; Taayoshi F1 ; Adibpour N1 ; Mahdavi M3
Authors
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Authors Affiliations
  1. 1. Department of Medicinal Chemistry, School of Pharmacy, Zanjan University of Medical Sciences, Zanjan, Iran
  2. 2. Department of Pharmaceutical Nanotechnology, School of Pharmacy, Zanjan University of Medical Sciences, Zanjan, Iran
  3. 3. Endocrinology and Metabolism Clinical Sciences Institute, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

Source: Journal of the Chinese Chemical Society Published:2021


Abstract

An efficient method is applied for the synthesis of novel 2-(2-chloroquinolin-3-yl)-N-alkylimidazo[1,2-a]pyridin-3-amine derivatives. The method is based on a two-step approach from acetanilide, 2-chloro-3-formyl quinoline, 2-aminopyridine, and isocyanide under mild reaction conditions. In the first step, acetanilide forms 2-chloroquinoline-3-carbaldehyde in the presence of phosphoryl chloride. The synthesized 2-chloroquinoline-3-carbaldehyde takes part in a multicomponent reaction with 2-aminopyridine, and isocyanide in the presence of trimethylsilyl chloride. The reaction is facile and the products are synthesized in high isolated yields under mild reaction conditions. © 2021 The Chemical Society Located in Taipei & Wiley-VCH GmbH