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Synthesis and reactions of 2‐chloro‐3,4‐dihydrothienopyrimidines and ‐quinazolines
Author(s) -
Yamaguchi Hitoshi,
Ishikawa Fumiyoshi
Publication year - 1981
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.5570180114
Subject(s) - chemistry , ethyl bromoacetate , sodium borohydride , nucleophile , medicinal chemistry , sodium , reaction conditions , stereochemistry , organic chemistry , catalysis
Reaction of 2,4‐dichlorothienopyrimidines and ‐quinazolines 1 with sodium borohydride gave the corresponding 2‐chloro‐3,4‐dihydro derivatives 2. Some nucleophilic substitutions of 2b afforded 2‐substituted derivatives 3b‐7b and reaction of 2g,h with ethyl bromoacetate yielded selectively the corresponding 3‐substituted compounds 8g,h which were derived to imidazo[2,1‐ b ]quinazolin‐2‐ones 9g,h .