Acetone → (2-(3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)methanol

Participants

Reaction Steps

A solution of ethyl 2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenylamino)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-4-carboxylate (0.38 g, 0.82 mmol) in ethanol (20 mL), was heated to 45°. Citric acid (1.255 g, 6.53 mmol) and sodium borohydride (0.309 g, 8.16 mmol) were added in portions (of 5-10 mg each) keeping pH within a range of 5-7 over 3 h. Acetone (2 mL) was added and reaction mixture was stirred for 15 min. Chloroform (40 mL) was added. The mixture was filtered and concentrated. The residue was purified by column chromatography on silica column eluting with a gradient of MeOH and DCM to give the title compound as a solid, 0.24 g (69%).

Provenance & Evidence