Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst

Abstract

New N-aryl-4-(pyridin-3-yl)pyrimidin-2-amine derivatives were synthesizedfrom the corresponding amines, applying optimized Buchwald-Hartwig aminationconditions using dichlorobis(triphenylphosphine)Pd(II), xantphos and sodium tertbutoxidein refluxing toluene under a nitrogen atmosphere. The target N-aryl derivativeswere obtained in moderate to good yields ranging from 27% to 82%. The proceduredescribed could be widely employed for the preparation of new heterocyclic compounds.The structures of the new compounds were confirmed by FT-NMR, FT-IR and elementalanalysis.

Keywords

• Palladium catalyst
• N-arylation
• aminopyrimidine
• xantphos
• Suzuki coupling
• Buchwald-Hartwig amination.