Convenient Ultrasound-Promoted Regioselective Synthesis of Fused 6-Amino-3-methyl-4-aryl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile

Abstract

A multicomponent, catalyst-free reaction for the synthesis of fused 6-amino-3-methyl-4-aryl-1H-pyrazolo [3,4-b] pyridine-5-carbonitrile from 3-amino-5-methylpyrazole, malononitrile, and substituted aldehydes under ultrasound irradiation in short reaction times (8–10 min) with good yields (85–98%) is reported.

Keywords:

• 3-Amino-5-methylpyrazole
• fused 6-amino-3-methyl-4-aryl-1H-pyrazolo [3,4-b] pyridine-5-carbonitrile
• malononitrile
• multicomponent

ACKNOWLEDGMENT

We thank the Research Committee of University of Guilan for the partial support given to this study.

Notes

^a Isolated yields.

^b Identified by spectroscopic analysis (IR, ¹H NMR) and elemental analysis.