659729-09-6

1193-21-1

128796-39-4

659729-09-6

General procedure: All solvents and solutions used for the reaction are degassed with argon for 15 minutes. Under argon protection, 4,6-dichloropyrimidine (1.5 eq.) was dissolved in THF (1 M) in a round bottom flask. Subsequently, 4-trifluoromethylphenylboronic acid (1.0 eq.), palladium acetate (0.02 eq., 2 mol%), triphenylphosphine (0.04 eq., 4 mol%), and 1M aqueous Na2CO3 solution (2.0 eq.) were added. The reaction mixture was stirred at 60°C overnight. After completion of the reaction, it was cooled to room temperature and extracted with an aqueous layer and Et2O. The organic layers were combined, washed with brine, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by fast column chromatography to afford the target compound 4-chloro-6-(4-(trifluoromethyl)phenyl)pyrimidine.