Sodium hydride → HCID 18619254, compound

Participants

Reaction Steps

To a mixture of 32 mg of Sodium hydride and N,N-dimethylformamide, 0.35 g of 4-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-5-hydroxypyrimidine was added and stirred at room temperature for 1 hour. Then 0.124 g of methyl bromoacetate was added to the mixture, and stirred for 2 hours at room temperature, then for 1 hour at 50° C. The mixture was poured into saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with saturated ammonium chloride solution and saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.328 g of 4-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-5-(methoxycarbonyl)methoxypyrimidine [present compound 3-57].

Provenance & Evidence