Dimethylformamide → 4-Chloro-6-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-pyrimidine

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Reaction Steps

To a stirred suspension of 6-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-3H-pyrimidin-4-one (0.375 g, 1.37 mmol) in dichloromethane (5 mL) and dioxane (5 mL) was added DMF (0.05 mL) followed by a solution of oxalyl chloride (0.5 mL, 4 mmol). After stirring for 1 h, the mixture was concentrated under vacuum. The residue was partitioned between ethyl acetate (25 mL) and saturated aqueous sodium bicarbonate solution (10 mL). The organic phase was dried over anhydrous sodium sulfate and concentrated under vacuum to give 0.4 g (99%) 4-chloro-6-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-pyrimidine as colorless oil.

Provenance & Evidence