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An improved general synthesis of 4‐aryl‐5‐pyrimidinecarboxylates
Author(s) -
Breaux Eves J.,
Zwikelmaier Kurt E.
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.5570180133
Subject(s) - chemistry , synthon , yield (engineering) , aryl , guanidine , pyrimidine , ether , medicinal chemistry , enol ether , diphenyl ether , organic chemistry , stereochemistry , catalysis , alkyl , materials science , metallurgy
We wish to report an improved, general synthesis of 4‐aryl‐5‐pyrimidinecarboxylates 1. Two different routes have previously been reported for the synthesis of examples of this class of pyrimidine carboxylates. The parent compound, ethyl 4‐phenyl‐5‐pyrimidinecarboxylate was prepared in low yield by the reaction of s ‐triazine with ethyl benzoyl acetate. In addition, the enol ether β‐ketoaldehyde synthon, ethyl 2‐benzoyl‐3‐ethoxy‐2‐propenoate, was reported to give 1a in modest yield when reacted with guanidine (2).