Premium
Synthesis of 2‐chloro‐4,6‐di(heteroaryl)pyrimidines
Author(s) -
Strekowski Lucjan,
Harden Donald B.,
Grubb William B.,
Patterson Steven E.,
Czarny Agnieszka,
Mokrosz Maria J.,
Cegla Marek T.,
Wydra Roman L.
Publication year - 1990
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.5570270539
Subject(s) - dehydrogenation , chemistry , reagent , combinatorial chemistry , organic chemistry , medicinal chemistry , catalysis
A practical method for the preparation of 2‐chloro‐4,6‐di(heteroaryl)pyrimidines and their 5‐methyl homologues from readily available 2‐chloropyrimidine and 2‐chloro‐5‐methylpyrimidine, respectively, is described. The method is based on the addition reactions of heteroaryllithium reagents with chloropyrimidines followed by dehydrogenation of the resultant substituted dihydropyrimidines. The use of 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone as the dehydrogenation agent gives the best results. Side reactions in the addition step are discussed.