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Synthesis, Reactions, and Spectral Characterization of New Fused Pyrazolothienopyridine and Pyrazolopyrrolopyridine Systems
Author(s) -
Geies A. A.,
Abdel Moneam M. I.,
Kamal ElDean A. M.,
Zaki R. M.,
Abd ElNaeem E. E.
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2798
Subject(s) - chemistry , pyridine , ether , diphenyl ether , pyrazole , organic chemistry , reaction conditions , combinatorial chemistry , medicinal chemistry , catalysis
4‐Oxo‐1‐phenyl‐4,7‐dihydropyrazolo[3,4‐ b ]pyridine‐5‐carbonitrile compound ( 4 ) was prepared by the reaction of 5‐amino‐3‐methyl‐1‐phenyl pyrazole ( 1 ) with ethyl 2‐cyano‐3‐ethoxyacrylate followed by cyclization using diphenyl ether. The pyrazolopyridinone compound 4 was converted to the chloropyrazolopyridine 5 by the reaction with phosphorus oxychloride. Compound 5 was used as a starting material to synthesize 3‐amino‐4‐substituted pyrazolothienopyridine derivatives 10a–f and ethyl‐3‐aminopyrazolopyrrolopyridine‐2‐carboxylate 21 , which were used as a versatile precursors for synthesis of poly‐fused heterocyclic compounds.