A regioselective approach to trisubstituted 2 (or 6)-arylaminopyrimidine-5-carbaldehydes and their application in the synthesis of structurally and electronically unique G[logical and]C base precursors

An efficient regioselective synthesis of trisubstituted 2(or 6)-arylaminopyrimidine-5-carbaldehydes is developed through an [S.sub.N]Ar reaction of 2,4,6-trichloropyrimidine-5-carbaldehyde with aniline, methylamine and alkoxide nucleophiles by using phase-transfer catalysis and [S.sub.N]Ar reaction conditions. The fused-bicyclic compounds are derivatized by using the Suzuki cross-coupling reaction to generate electronically and structurally unique G[logical and]C base precursors.