Potassium Carbonate → 3-[3-[3-Fluoro-5-(4-methoxy-benzylamino)-benzyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile

Participants

Reaction Steps

To a mixture of (3-bromomethyl-5-fluoro-phenyl)-(4-methoxy-benzyl)-amine (570 mg, 1.758 mmol), 5-isopropyl-6-(3′-cyano-5′-methylbenzoyl)-2,4-pyrimidinedione (522 mg, 1.758 mmol), and anhydrous powdered potassium carbonate (243 mg, 1.758 mmol), was added DMF (10 ml). The mixture was then stirred for overnight at room temperature and evaporated in vacuo. The residue was dissolved in methanol-dichloromethane (1:9), filtered through celite pad, and evaporated in vacuo to give a light yellow syrup. The crude product was purified by silica gel column chromatography (eluent, EA:hexane (1:4)) to afford 531 mg of 3-{3-[3-fluoro-5-(4-methoxy-benzylamino)-benzyl]-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl}-5-methyl-benzonitrile (151) as a yellow solid.

Provenance & Evidence