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An efficient synthesis of 4‐alkoxy‐5,6‐dihydro‐furo(and ‐thieno)[2,3‐ d ]pyrimidines using zinc chloride/triethylamine reagent system
Author(s) -
Maruoka Hiroshi,
Okabe Fumi,
Yamagata Kenji
Publication year - 2008
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.5570450237
Subject(s) - chemistry , triethylamine , reagent , zinc , alkoxy group , methanol , medicinal chemistry , chloride , ethanol , furan , organic chemistry , alkyl
AbstractThe one‐pot synthesis of 4‐alkoxy‐5,6‐dihydro‐furo(and ‐thieno)[2,3‐ d ]pyrimidines is described. The reactions of 2‐benzamido‐4,5‐dihydro‐3‐furan(and ‐3‐thiophene)carbonitriles 1a‐d and 2a‐c with ethanol and/or methanol in the presence of zinc chloride and triethylamine gave the corresponding 4‐alkoxy‐5,6‐dihydro‐furo(and ‐thieno)[2,3‐ d ]pyrimidines 3a‐d , 4a‐d , 5a‐c and 6a‐c .