1,2-Dimethoxyethane → Methyl 4-((1-(4-(5-ethylpyrimidin-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)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 Example 1, step F, 2-chloro-5-ethylpyrimidine (4.00 mL), tetrakistriphenylphosphinepalladium (3.46 g), 2M aqueous sodium carbonate solution (44.9 mL) and DME (135 mL) was stirred at 100° 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 saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was solidified with diisopropyl ether to give the title compound (12.6 g).

Provenance & Evidence