Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides
- Autores: Chigorina E.1, Bespalov A.2, Dotsenko V.2,3
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Afiliações:
- Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre “Kurchatov Institute,”
- Kuban State University
- North-Caucasian Federal University
- Edição: Volume 89, Nº 10 (2019)
- Páginas: 2018-2026
- Seção: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/223109
- DOI: https://doi.org/10.1134/S1070363219100062
- ID: 223109
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Resumo
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.
Sobre autores
E. Chigorina
Institute of Chemical Reagents and High Purity Chemical Substances of National Research Centre “Kurchatov Institute,”
Email: victor_dotsenko_@mail.ru
Rússia, Moscow
A. Bespalov
Kuban State University
Email: victor_dotsenko_@mail.ru
Rússia, Krasnodar
V. Dotsenko
Kuban State University; North-Caucasian Federal University
Autor responsável pela correspondência
Email: victor_dotsenko_@mail.ru
Rússia, Krasnodar; Stavropol