Synthesis of 5-(1H-benzimidazol-2-yl)-1H-pyrazolo-[3,4-b]pyridines by the p-(dimethylamino)benzaldehyde modification of Hantzsch reaction
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.