Sodium Carbonate → 3-methyl-5,7-bis(4-morpholinophenyl)pyrido[4,3-d]pyrimidin-4(3H)-one

Participants

Reaction Conditions

Reaction Steps

To a solution of 5,7-dichloro-3-methylpyrido[4,3-d]pyrimidin-4(3H)-one (23.0 mg, 0.10 mmol) in 1,4-dioxane (0.5 mL) were added 4-morpholinophenylboronic acid pinacol ester (57.8 mg, 0.20 mmol), 2M aqueous Na2CO3 solution (150 μL, 0.30 mmol), and a catalytic amount of Pd(PPh3)4. The reaction mixture was purged with N2 and heated at 140° C. by a microwave reactor for 15 minutes. The mixture was then cooled, quenched with H2O (5 mL) and extracted with ethyl acetate (3×2.5 mL). The combined organic layers were evaporated under vacuo and the residue was purified by preparatory LC/MS to provide the title compound; HPLC-MS calculated for C28H29N5O3 (M+H+) 484.2, found 484.2.

Provenance & Evidence