Ammonia → 6-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-3H-pyrimidin-4-one

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Reaction Steps

6-[2-(2-methoxy-ethoxy)-phenyl]-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one (0.6 g, 1.97 mmol) is dissolved in EtOH (12 mL) and aqueous solution of ammonia (25%, 4 mL). After addition of Raney-Nickel (0.5 g) the reaction mixture is stirred under reflux for 1 h, filtered from the solid material, which is washed with a mixture of ammonia and EtOH. The combined solutions were evaporated, dissolved in water (10 mL), neutralized with 10% HCl and extracted with ethyl acetate (3×15 mL). Organic layers were combined, washed with water (7 mL) then dried over anhydrous sodium sulfate and concentrated. The residue was triturated with diethyl ether yielding 0.47 g (87%) 6-[2-(tetrahydro-furan-2-ylmethoxy)-phenyl]-3H-pyrimidin-4-one as cream powder.

Provenance & Evidence