Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides
- 作者: Chigorina E.1, Bespalov A.2, Dotsenko V.2,3
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隶属关系:
- Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre “Kurchatov Institute,”
- Kuban State University
- North-Caucasian Federal University
- 期: 卷 89, 编号 10 (2019)
- 页面: 2018-2026
- 栏目: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223109
- DOI: https://doi.org/10.1134/S1070363219100062
- ID: 223109
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详细
3-Aminothieno[2,3-b]pyridine-2-carboxylic acid esters readily reacted with 3,5-dimethyl-1-(cyanoacetyl)-1H-pyrazole to give previously unknown N-(thieno[2,3-b]pyridin-3-yl)cyanoacetamides. Reactions of the latter with 2-(arylmethylidene)malononitriles were nonselective, and mixtures of different heterocyclization products were generally formed. The cyclization of ethyl 4,6-dimethyl-3-[(cyanoacetyl)amino]thieno[2,3-b]-pyridine-2-carboxylate afforded 2,4-dihydroxy-7,9-dimethylthieno[2,3-b : 4,5-b′]dipyridine-3-carbonitrile whose tautomeric equilibrium was studied by DFT quantum chemical calculations. In silico analysis of biological activity of the synthesized compounds was performed.
作者简介
E. Chigorina
Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre “Kurchatov Institute,”
Email: victor_dotsenko_@mail.ru
俄罗斯联邦, Moscow
A. Bespalov
Kuban State University
Email: victor_dotsenko_@mail.ru
俄罗斯联邦, Krasnodar
V. Dotsenko
Kuban State University; North-Caucasian Federal University
编辑信件的主要联系方式.
Email: victor_dotsenko_@mail.ru
俄罗斯联邦, Krasnodar; Stavropol