Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles

Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2018, Volume: 67, Number: 9, Pages: 1695-1703 Pages count : 9 DOI: 10.1007/s11172-018-2278-1

Authors

Elinson M.N. ¹ , Vereshchagin A.N. ¹ , Anisina Y.E. ¹ , Goloveshkin A.S. ² , Ushakov I.E. ² , Egorov M.P. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, Russian Federation

A new multicomponent reaction, namely, a one-pot transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and 2-pyrazolin-5-ones in the presence of triethylamine as the catalyst in a minimum amount of propanol leads to the previously unknown substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno [2,3-b]- pyridine-3-carbonitriles in 63–98% yields. This reaction provides a facile and efficient route to a new type of functionalized 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine systems containing the 2-pyrazolin-5-one moiety. These reaction products are promising compounds for different biomedical applications.

Elinson M.N. , Vereshchagin A.N. , Anisina Y.E. , Goloveshkin A.S. , Ushakov I.E. , Egorov M.P.
Multicomponent transformation of salicylaldehydes, 2-aminoprop-1-ene-1,1,3-tricarbonitrile, and pyrazolin-5-ones into substituted 2,4-diamino-5-(5-hydroxy-3-methyl-1H-pyrazol-4-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles
Russian Chemical Bulletin. 2018. V.67. N9. P.1695-1703. DOI: 10.1007/s11172-018-2278-1 WOS Scopus OpenAlex

Web of science:	WOS:000449756500022
Scopus:	2-s2.0-85056267776
OpenAlex:	W2899712728

DB	Citing
OpenAlex	8
Scopus	9
Web of science	9