Dimethylformamide → Methyl 4-(5,5,5-trifluoro-2-(2-methyl-4-(5-(trifluoromethyl)pyridin-2-yl)phenyl)pentyl)benzoate

Participants

Reaction Conditions

Reaction Steps

A reaction mixture of methyl 4-((4,4,4-trifluoro-1-(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)butyl)amino)benzoate (14.3 g) obtained in step F, 2-bromo-5-(trifluoromethyl)pyridine (7.45 g), tris(dibenzylideneacetone)dipalladium (1.37 g), 2,6-dimethoxy-2′ (dicyclohexylphosphino)biphenyl (2.46 g), cesium carbonate (29.3 g), dimethylformamide (100 mL) and water (25 ml) was stirred at 80° C. overnight under a nitrogen atmosphere. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (13.6 g).

Provenance & Evidence