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Paper | Regular issue | Vol 29, No. 9, 1989, pp.1815-1824
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5060
Synthesis of 3-Aryl-4-acetyl-1H-pyrazolo[3,4-b]pyridines and 3-Aryl-4-acetyl-1H-pyrazolo[4,3-c]pyridines

Emile BIsagni,* Marilys Rautureau, and Christiane Huel

*URA 1387 CNRS, Section de Recherche, Institut Curie, Bat 110-112, Centre Universitaire 91405 Orsay, France

Abstract

4-Acetyl-2-chlor-3-lithiopyridine ethylene glycol ketal and 2-acetyl-4-chloro-3-lithiopyridine ethylene glycol ketal were reacted with aromatic aldehydes and oxidation of the resulting alcohols provided the corresponding 3-aroylpyridines. These intermediates were transformed by hydrazine hydrate to 4-acetyl-3-aryl-1H-pyrazolo[3,4-b]- and -[4,3-c]pyridine ethylene glycol ketals, which afforded the title compounds, respectively, by acid hydrolysis.