(4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol → (4-Chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanone

Participants

Reaction Conditions

Reaction Steps

To a flask containing (4-chloro-2-methoxy-3-(4-(trifluoromethyl)benzyl)quinolin-6-yl)(1-methyl-1H-1,2,3-triazol-5-yl)methanol (745 mg, 1.61 mmol, Intermediate 9: step a) was added 1,4-dioxane (35 mL), producing a suspension at room temperature. Warming to 45° C. formed a homogeneous solution. Then manganese dioxide (719 mg, 8.28 mmol) was introduced and the mixture was heated to 85° C. After 2 hours, the contents were filtered through Celite® while still warm and rinsed with THF. The solution was concentrated and the crude material was triturated with Et2O to provide the title compound as a bright white solid. The mother liquors were re-purified by concentrating and re-triturating with Et2O to afford additional title compound.

Provenance & Evidence