1-(4-Trifluoromethyl-6-chloropyrimidin-5-yl)-1-(2-chloro-4-methoxypyrimidin-5-yl)methanol → 1-(4-Trifluoromethylpyrimidin-5-yl)-1-(4-methoxypyrimidin-5-yl)methanol

Participants

Reaction Steps

1-(4-trifluoromethyl-6-chloropyrimidin-5-yl)-1-(2-chloro-4-methoxypyrimidin-5-yl)methanol (0.21 g, 0.59 mmol) was stirred under a hydrogen atmosphere at room temperature with MgO (142 mg, 3.35 mmol, 6 equivalents), and 10% palladium on carbon (Pd/C) (25 mg, Degussa, 50% wet by weight). After 3 hours, an additional 30 mg of 10% Pd/C was added and the solution stirred for 4 hours, filtered over celite and concentrated in vacuo. Preparative radial chromatography (SiO2 ; hexane/EtOAc gradient elution) afforded the desired product, 81 mg (48%) as an oil.

Provenance & Evidence