Ethyl Acetate → (3,5-Bis-trifluoromethyl-benzyl)-[2-(2,4-dimethoxy-pyrimidin-5-yl)-5-trifluoromethyl-benzyl]-[5-(2-methanesulfonyl-ethoxy)-pyrimidin-2-yl]-amine

Participants

Reaction Conditions

Reaction Steps

Trifluoromethanesulfonic acid 2-({(3,5-bis-trifluoromethyl-benzyl)-[5-(2-methanesulfonyl-ethoxy)-pyrimidin-2-yl]-amino}-methyl)-4-trifluoromethyl-phenyl ester (110 mg) is dissolved in 1,4-dioxane (2 ml) and thereto are added 2,4-dimethoxy-pyrimidine-5-boronic acid (70 mg), palladium acetate (13.2 mg), 1,1′-bis(di-tert-butylphosphino)ferrocene (28 mg) and tripotassium phosphate (62 mg) and the mixture is stirred under nitrogen atmosphere at 80° C. for 4 hours. The reaction solution is cooled to room temperature, and thereto are added ethyl acetate and water, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give (3,5-bis-trifluoromethyl-benzyl)-[2-(2,4-dimethoxy-pyrimidin-5-yl)-5-trifluoromethyl-benzyl]-[5-(2-methanesulfonyl-ethoxy)-pyrimidin-2-yl]-amine (34 mg). MS (m/z): 740 [M+H]+

Provenance & Evidence