Efficient One-Step Synthesis of Substituted-pyrazolo[3,4-b]pyridine from Substituted-3-cyano-2(1H)-pyridone

Title: Efficient One-Step Synthesis of Substituted-pyrazolo[3,4-b]pyridine from Substituted-3-cyano-2(1H)-pyridone

Volume: 5 Issue: 4

Author(s): Yasser S. Abdel-Ghany, Aly A. Hazzaa, Mohamad M. Abdul Ghani and Zahra A. Kassem

Affiliation:

Keywords: One-step conversion, cyanopyridone, pyrazolo[3,4-b]pyridine, hydrazine, decarboxylation

Abstract: An efficient one-step conversion of 4-phenyl-5-ethoxycarbonyl-3-cyano-6-metlyl-2(1H)-pyridone (1) into ethyl 3-amino-6-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (7) is described. An unusual hydrazine mediated decarboxylation of 7 into 3-amino-6-methyl-4-phenyl-1H-pyrazolo[3,4-b]pyridine (8) is reported. The structure of 8 was confirmed by spectral and chemical investigations. A plausible reaction mechanism for the formation of the unexpected product 8 is proposed.

Cite this article as:

Abdel-Ghany S. Yasser, Hazzaa A. Aly, Abdul Ghani M. Mohamad and Kassem A. Zahra, Efficient One-Step Synthesis of Substituted-pyrazolo[3,4-b]pyridine from Substituted-3-cyano-2(1H)-pyridone, Letters in Organic Chemistry 2008; 5 (4) . https://dx.doi.org/10.2174/157017808784049416