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Synthesis of 6‐(2‐hydroxybenzoyl)pyrazolo[1,5‐ a ]pyrimidines by reaction of 5‐amino‐1 h ‐pyrazoles and 3‐formylchromone
Author(s) -
Quiroga Jairo,
Mejía Diana,
Insuasty Braulio,
Abonía Rodrigo,
Nogueras Manuel,
Sánchez Adolfo,
Cobo Justo,
Low J. N.
Publication year - 2002
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.5570390106
Subject(s) - chemistry , ethanol , intermolecular force , hydrogen bond , medicinal chemistry , reaction conditions , stereochemistry , organic chemistry , molecule , catalysis
Abstract Reaction of 3‐formylchromone ( 1 ) with 5‐amino‐1 H ‐pyrazoles ( 2 ) in ethanol, afforded 6‐(2‐hydroxy‐benzoyl)pyrazolo[1,5‐ a ]pyrimidines ( 3a‐g ) in good yields. The structures and the regiospecificity of the reaction were established by nmr measurements and X‐ray analysis, in which soft intermolecular hydrogen‐bonded networks were found.