Tetrahedron

Regiocontrolled synthesis of 3-and 5-aminopyrazoles, pyrazolo [3, 4-d] pyrimidines, pyrazolo [3, 4-b] pyridines and pyrazolo [3, 4-b] quinolinones as MAPK inhibitors

MC Bagley, M Baashen, VL Paddock, D Kipling…

Index: Bagley, Mark C.; Baashen, Mohammed; Paddock, Victoria L.; Kipling, David; Davis, Terence Tetrahedron, 2013 , vol. 69, # 39 p. 8429 - 8438

Full Text: HTML

Citation Number: 10

Abstract

Abstract Microwave irradiation of a hydrazine and 3-methoxyacrylonitrile, ethoxymethylenemalononitrile or ethyl acetoacetate provides rapid access to 3-or 5- substituted pyrazoles in excellent yield and with total regiocontrol in a process that can be switched from one regioisomer to the other by choice of conditions. Subsequent reaction, either by microwave-assisted hydrolysis and cyclocondensation with formamide, Hantzsch ...

Related Articles:

An Efficient Synthesis of New 5??(1??Aryl??1H??pyrazole??4??yl)??1H??tetrazoles from 1??Aryl??1H??pyrazole??4??carbonitriles via [3+ 2] Cycloaddition Reaction

[Dos Santos, Mauricio S.; Bernardino, Alice M. R.; Pinheiro, Luiz C. S.; Canto-Cavalheiro, Marilene M.; Leon, Leonor L. Journal of Heterocyclic Chemistry, 2012 , vol. 49, # 6 p. 1425 - 1428]

Synthesis and degradation of 3??amino??3??(2??substituted benzimidazol??1??yl)??2??(2??phenyl??1, 1??diazanediylmethyl)??2??propenenitrile: Hydroxyl group??promoted C N …

[Journal of Heterocyclic Chemistry, , vol. 22, p. 1719 - 1721]

Synthesis of 5-Aminopyrazole-4-carbonitriles

[Dooley, Michael J.; Quinn, Ronald J.; Scammells, Peter J. Australian Journal of Chemistry, 1989 , vol. 42, # 5 p. 747 - 750]

Synthesis and degradation of 3??amino??3??(2??substituted benzimidazol??1??yl)??2??(2??phenyl??1, 1??diazanediylmethyl)??2??propenenitrile: Hydroxyl group??promoted C N …

[Journal of Heterocyclic Chemistry, , vol. 22, p. 1719 - 1721]

Aminopyrazoles. IV. Pyrazol??3??and 5??amines from 2, 3??dihaloalkanenitriles or 3??chloroacrylonitriles and hydrazines

[Ege, Guenter; Franz, Hermann Journal of Heterocyclic Chemistry, 1982 , vol. 19, p. 1267 - 1273]

More Articles...