Sodium Carbonate → 5-Bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine

Participants

Reaction Steps

10.43 g (0.044 mol) of 2,5-dibromopyrimidine, 10 g (0.044 mol) of 4-(phenylmethoxy)benzeneboronic acid, 0.475 g (0.00044 mol) of palladium on activated carbon (10% by weight), (0.001752 mol) of TPPTS and 9.3 g (0.0876 mol) of sodium carbonate are heated in 100 ml of toluene, 50 ml of ethanol and 30 ml of water at 80° C. for 48 hours. The palladium catalyst is subsequently separated from the reaction mixture at 80° C. by filtration. The aqueous lower phase of the reaction mixture is separated off at 80° C. before the organic phase is freed of the solvents on a rotary evaporator and is dried in a high vacuum. The crude product thus obtained is crystallized from acetonitrile (300 ml), giving 14.5 g (93% yield, based on 2,5-dibromopyrimidine) of 5-bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine (content according to HPLC: 98%). ##STR26##

Provenance & Evidence