volume 89 issue 10 pages 2018-2026

Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides

Publication typeJournal Article
Publication date2019-10-01
scimago Q4
wos Q4
SJR0.179
CiteScore1.4
Impact factor0.8
ISSN10703632, 16083350
General Chemistry
Abstract
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.
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GOST Copy
Chigorina E. A. et al. Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides // Russian Journal of General Chemistry. 2019. Vol. 89. No. 10. pp. 2018-2026.
GOST all authors (up to 50) Copy
Chigorina E. A., Bespalov A. V., Dotsenko V. V. Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides // Russian Journal of General Chemistry. 2019. Vol. 89. No. 10. pp. 2018-2026.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1134/S1070363219100062
UR - https://doi.org/10.1134/S1070363219100062
TI - Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides
T2 - Russian Journal of General Chemistry
AU - Chigorina, E A
AU - Bespalov, A. V.
AU - Dotsenko, V V
PY - 2019
DA - 2019/10/01
PB - Pleiades Publishing
SP - 2018-2026
IS - 10
VL - 89
SN - 1070-3632
SN - 1608-3350
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Chigorina,
author = {E A Chigorina and A. V. Bespalov and V V Dotsenko},
title = {Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides},
journal = {Russian Journal of General Chemistry},
year = {2019},
volume = {89},
publisher = {Pleiades Publishing},
month = {oct},
url = {https://doi.org/10.1134/S1070363219100062},
number = {10},
pages = {2018--2026},
doi = {10.1134/S1070363219100062}
}
MLA
Cite this
MLA Copy
Chigorina, E. A., et al. “Synthesis and Cyclizations of N-(Thieno[2,3-b]pyridin-3-yl)cyanoacetamides.” Russian Journal of General Chemistry, vol. 89, no. 10, Oct. 2019, pp. 2018-2026. https://doi.org/10.1134/S1070363219100062.