Sciact
  • EN
  • RU

PASE Pseudo-Four-Component Synthesis and Docking Studies of New 5-C-Substituted 2,4-Diamino-5H-Chromeno[2,3-b]pyridine-3-Carbonitriles Full article

Journal ChemistrySelect
ISSN: 2365-6549
Output data Year: 2017, Volume: 2, Number: 17, Pages: 4593-4597 Pages count : 5 DOI: 10.1002/slct.201700606
Authors Vereshchagin Anatoly N. 1 , Elinson Michail N. 1 , Anisina Yuliya E. 1 , Ryzhkov Fedor V. 1 , Novikov Roman A. 1 , Egorov Mikhail P. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Leninsky pr. 47, Moscow, 119991 Russian Federation

Abstract: A pot, atom and step economy (PASE) synthesis of new 5-C substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles was carried out. This process involves the one-pot, pseudo four-component reaction of salicylaldehydes, malononitrile, 1,3-cyclohexanediones and Et3N as a catalyst in acetonitrile at reflux. This novel one-pot reaction provides an effective and convenient way to 5-C cyclohexyl-functionalized chromeno[2,3-b]pyridines, which are promising compounds for different biomedical applications. The procedure utilizes readily available reagents, it is easily carried out and the work up is not complicated. 2,4-diamino-5-(2-hydroxy-6-oxocyclohex-1-en-1-yl)-5H-chromeno[2,3-b]pyridine-3-carbonitriles are crystallized directly from the reaction mixture and the isolation includes only filtration. Molecular docking studies of the synthesized 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles were also carried out to elucidate their relationship with the binding pockets of the mitogen activated protein kinase (MK).
Cite: Vereshchagin A.N. , Elinson M.N. , Anisina Y.E. , Ryzhkov F.V. , Novikov R.A. , Egorov M.P.
PASE Pseudo-Four-Component Synthesis and Docking Studies of New 5-C-Substituted 2,4-Diamino-5H-Chromeno[2,3-b]pyridine-3-Carbonitriles
ChemistrySelect. 2017. V.2. N17. P.4593-4597. DOI: 10.1002/slct.201700606 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:000403886100003
Scopus: 2-s2.0-85040985049
OpenAlex: W2626970104
Citing:
DB Citing
OpenAlex 29
Scopus 30
Web of science 30
Altmetrics: