Methyl iodide → 3,5-Dimethyl-7-[4-(4-fluorobenzoyl)benzyl]-2-methylthio-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one

Participants

Reaction Steps

Under argon gas, 7-[4-(4-fluorobenzoyl)benzyl]-5-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one (1.85 g) was dissolved in anhydrous DME (50 ml)anhydrous DMF (50 ml) and, under ice-cooling, 60% sodium hydride-oil (176 mg) was added in two installments. After 30 minutes of stirring, methyl iodide (681 mg) was added. Then, at room temperature, the mixture was stirred overnight. This reaction mixture was diluted with ethyl acetate, washed with saturated aqueous NaCl solution, and dried over anhydrous sodium sulfate. The solvent was then distilled off under reduced pressure and the residue was purified by flash column chromatography (silica gel; ethyl acetate: hexane=1:5.6-1:2.3) to provide the title compound (1.31 g).

Provenance & Evidence