Suzuki-Miyaura and Negishi Approaches to a Series of Forensically Relevant Pyridines and Pyrimidines

Abstract

A library of 5-aryl-4-methylpyrimidines, phenyl ring-substituted derivatives of 4-benzylpyrimidines, 2,6-benzylpyridines, and 2,6-dibenzyl-4-methylpyridines were prepared. The synthesis of 5-aryl-4-methylpyrimidines was accomplished by Suzuki­-Miyaura cross-coupling reaction between arylboronic acids and 5-bromo-4-methylpyrimidine. The 4-benzylpyrimidines and 2,6-benzylpyridines were synthesized by treatment of 4-bromopyrimidine and 2,6-dibromopyridine derivatives with ring-substituted benzylzinc reagents.