Synthesis of pyrazolo[3,4‐b]pyridines using ammonium acetate as green reagent in multi‐component reactions

Abstract

Several new pyrazolo [3,4-b]pyridine derivatives were synthesized by one pot cyclocondensation of the components; 5-amino-3-aryl-1H-phenylpyrazoles, p-substituted benzoylacetonitriles and some aldehydes. The condensations were most effective by using ammonium acetate as the base catalyst; triethylamine was also studied as a catalyst.

Recent developments in aminopyrazole chemistry

“…Interest in aminopyrazole synthesis and chemistry has recently been revived. [4][5][6][7][8] The established activity of Zaleplon (1), 9 Viagra (2) 10 as well as Allopurinol (3) 11 is surely behind this interest ( Figure 1). …”

New one‐step synthesis of pyrazolo[1,5‐a]pyrimidine and pyrazolo[1,5‐a]quinazoline derivatives via multicomponent reactions

“…We have also reported the study of fluorescence properties of benzo[ h ]quinolines and dipyrazolopyridines [29, 30]. In our recent communications [31, 32], we have reported the synthesis of chromenes, quinolines, and pyrazolo[3,4‐ b ]pyridines by multicomponent reaction strategy. These literature reports and increasing importance of multicomponent reactions in organic chemistry encourage us to synthesize, pyrazolo[1,5‐ a ]pyrimidine and pyrazolo[1,5‐ a ] quinazoline derivatives using multicomponent reactions and study the photophysical properties of pyrazolopyrimidine derivatives.…”

Facile Synthesis of New 6‐Alkylamino‐1H‐pyrazolo[3,4‐b]pyridine‐5‐carbonitrile Derivatives

“…Some of them have also inhibitory activities against fibroblast growth factor receptor kinase , TNF‐α , IL‐6 , CDK1 , and glycogen synthase kinase‐3 . A number of methods have already been proposed for the synthesis of pyrazolo[3,4‐ b ] pyridines starting from pyrazole or pyridine moiety .…”