Sodium hydride → 7-[4-(4-Chlorobenzoyl)benzyl]-3-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-4-one

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Reaction Steps

Under argon gas, 3-isopropyl-7H-pyrrolo[2,3-d]-pyrimidin-4-one (89 mg) was dissolved in anhydrous DME (2 ml) and, under ice-cooling and stirring, 60% sodium hydride-oil (22 mg) was added. The mixture was stirred for 30 minutes, after which a solution of 4-(4-chlorobenzoyl)benzyl bromide (201 mg) in anhydrous DME (1 ml) was added. Then, the mixture was stirred at room temperature for 2 hours. The solvent was distilled off under reduced pressure and the residue was dissolved in 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, 12 g; hexane: ethyl acetate =4:1-3:2) to provide the title compound as colorless powder (181 mg).

Provenance & Evidence