SYNTHESIS OF 5-(1H-BENZIMIDAZOL-2-YL)-1H-PYRAZOLO[3,4-<i>b</i>]PYRIDINES BY THE <i>p</i>-(DIMETHYLAMINO)BENZALDEHYDE MODIFICATION OF HANTZSCH REACTION

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, Ukrainian National Academy of Sciences, Kiev 02094

DOI:

https://doi.org/10.1007/7553

Keywords:

aldehydes, benzimidazoles, pyrazolo[3, 4-b]pyridines, pyrazoles, Hantzsch reaction, aromatization, selectivity

Abstract

The reactions of p-(dimethylamino)benzaldehyde with 5-amino-3-methyl-1-phenylpyrazole and 2-RCOCH2-1H-benzimidazoles have produced 5-(1H-benzimidazol-2-yl)-1H-pyrazolo[3,4-b]pyridines. The transformation includes the formation of compounds in accordance with a Hantzsch reaction containing a 1,4-dihydropyridine ring, and is completed by the aromatization either by the splitting off of N,N-dimethylanyline or oxidation. The splitting is produced by acetic acid and the oxidation by a nitrocompound.

 

How to Cite
Dzvinchuk, I. B.  Chem. Heterocycl. Compd. 2007, 43, 474. [Khim. Geterotsikl. Soedin. 2007, 578.]

For this article in the English edition see DOI 10.1007/s10593-007-0068-z

 

Published

2023-03-24

Issue

Section

Original Papers