Regioselective synthesis of 6-substituted-2-amino-5-bromo-4(3H)-pyrimidinones and evaluation of their antiviral activity

•6-Substituted 2-amino-4(3H)-pyrimidinone and 5-bromo derivatives are synthesized.•The synthetic protocol is new and regioselective.•Effect of structural variation at C-6 position on antiviral activity was evaluated.•Some derivatives were active against various virus strains.

A series of 2-amino-5-bromo-4(3H)-pyrimidinone derivatives bearing different substituents at the C-6 position were synthesized using a highly regioselective lithiation–substitution protocol, and the effect of structural variation at the C-6 position on their antiviral activity in cell culture was evaluated. Although some of the derivatives were found to be active against various virus strains, they were effective only close to their toxicity threshold.

Graphical abstractA series of 2-amino-5-bromo-4(3H)-pyrimidinone derivatives bearing different substituents at the C-6 position were synthesized using a versatile and efficient regioselective lithiation–substitution protocol and their antiviral activity was evaluated.Figure optionsDownload full-size imageDownload as PowerPoint slide