Synthesis of 2‐chloro‐4,6‐di(heteroaryl)pyrimidines

Lucjan Strekowski, Donald B. Harden, William B. Grubb, Steven E. Patterson, Agnieszka Czarny, Maria J. Mokrosz, Marek T. Cegla, Roman L. Wydra

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36 Scopus citations

Abstract

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.

Original languageEnglish (US)
Pages (from-to)1393-1400
Number of pages8
JournalJournal of Heterocyclic Chemistry
Volume27
Issue number5
DOIs
StatePublished - 1990

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