Home / Publications / PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold

PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold

Anatoly Nikolaevich Vereshchagin 1
Anatoly Nikolaevich Vereshchagin
Yuliya Evgenievna Anisina 1
Yuliya Evgenievna Anisina
Alexander Sergeyevich Goloveshkin 2
Alexander Sergeyevich Goloveshkin
Ivan Evgenievich Ushakov 2
Ivan Evgenievich Ushakov
Mikhail Petrovich Egorov 1
Mikhail Petrovich Egorov
Published 2018-06-29
CommunicationVolume 28, Issue 4, 372-374
16
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Elinson M. N. et al. PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 372-374.
GOST all authors (up to 50) Copy
Elinson M. N., Vereshchagin A. N., Anisina Y. E., Goloveshkin A. S., Ushakov I. E., Egorov M. P. PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold // Mendeleev Communications. 2018. Vol. 28. No. 4. pp. 372-374.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2018.07.010
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.010
TI - PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold
T2 - Mendeleev Communications
AU - Elinson, Michail Nikolaevich
AU - Vereshchagin, Anatoly Nikolaevich
AU - Anisina, Yuliya Evgenievna
AU - Goloveshkin, Alexander Sergeyevich
AU - Ushakov, Ivan Evgenievich
AU - Egorov, Mikhail Petrovich
PY - 2018
DA - 2018/06/29
PB - Mendeleev Communications
SP - 372-374
IS - 4
VL - 28
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2018_Elinson,
author = {Michail Nikolaevich Elinson and Anatoly Nikolaevich Vereshchagin and Yuliya Evgenievna Anisina and Alexander Sergeyevich Goloveshkin and Ivan Evgenievich Ushakov and Mikhail Petrovich Egorov},
title = {PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold},
journal = {Mendeleev Communications},
year = {2018},
volume = {28},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.010},
number = {4},
pages = {372--374},
doi = {10.1016/j.mencom.2018.07.010}
}
MLA
Cite this
MLA Copy
Elinson, Michail Nikolaevich, et al. “PASE facile and efficient multicomponent approach to the new type of 5-C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine scaffold.” Mendeleev Communications, vol. 28, no. 4, Jun. 2018, pp. 372-374. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2018.07.010.

Abstract

The new multicomponent reaction comprises the triethylamine catalyzed assembling of salicylaldehydes, 2-aminoprop- 1-ene-1,1,3-tricarbonitrile and 3-methyl-2-pyrazolin-5-one in small amount of propanol, which affords 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 process is in agreement with PASE principles and opens the way to new chromeno[2,3-b]pyridine scaffold containing 3-methyl-2-pyrazolin-5-one fragment, which is promising for various biomedical applications.

References

3.
Design, synthesis and antiproliferative activity of some new azapyranoxanthenone aminoderivatives.
Kolokythas G., Pouli N., Marakos P., Pratsinis H., Kletsas D.
European Journal of Medicinal Chemistry, 2006
5.
Y. Maruyama, K. Goto and M. Terasawa, Ger. Offen. DE 3010751, 1981.
6.
Aminocyanopyridine inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)
Anderson D.R., Hegde S., Reinhard E., Gomez L., Vernier W.F., Lee L., Liu S., Sambandam A., Snider P.A., Masih L.
Bioorganic and Medicinal Chemistry Letters, 2005
7.
J. Elguero, P. Goya, N. Jagerovic and A. M. S. Silva, in Targets in Heterocyclic Systems. Chemistry and Properties, eds. O. A. Attanasi and D. Spinelli, Italian Society of Chemistry, Rome, 2002, vol. 6, pp. 53-99.
8.
12.
Pot, atom and step-economic (PASE) synthesis of medicinally relevant spiro[oxindole-3,4′-pyrano[4,3-b]pyran] scaffold
14.
Vereshchagin A.N., Elinson M.N., Anisina Y.E., Ryzhkov F.V., Goloveshkin A.S., Bushmarinov I.S., Zlotin S.G., Egorov M.P.
Mendeleev Communications, 2015
15.
Synthesis, structural, spectroscopic and docking studies of new 5C-substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles
Vereshchagin A.N., Elinson M.N., Anisina Y.E., Ryzhkov F.V., Goloveshkin A.S., Novikov R.A., Egorov M.P.
Journal of Molecular Structure, 2017
16.
Sheldon R.A., Arends I.W., Hanefeld U.
2007
17.
Solvent-Free Organic Synthesis
Tanaka K., Toda F.
Chemical Reviews, 2000
18.
Elinson M.N., Medvedev M.G., Ilovaisky A.I., Merkulova V.M., Zaimovskaya T.A., Nikishin G.I.
Mendeleev Communications, 2013
19.
Organic synthesis reactions on-water at the organic–liquid water interface
Butler R.N., Coyne A.G.
Organic and Biomolecular Chemistry, 2016
20.
Demchuk D.V., Elinson M.N., Nikishin G.I.
Mendeleev Communications, 2011
21.
Solvent-assisted mechanochemistry.
Bowmaker G.A.
Chemical Communications, 2013
22.
A decade update on solvent and catalyst-free neat organic reactions: a step forward towards sustainability
Sarkar A., Santra S., Kundu S.K., Hajra A., Zyryanov G.V., Chupakhin O.N., Charushin V.N., Majee A.
Green Chemistry, 2016
24.
One-Pot ‘On-solvent’ Multicomponent Protocol for the Synthesis of Medicinally Relevant 4H-Pyrano[3,2-c]quinoline Scaffold
Vereshchagin A.N., Elinson M.N., Nasybullin R.F., Ryzhkov F.V., Bobrovsky S.I., Bushmarinov I.S., Egorov M.P.
Helvetica Chimica Acta, 2015