Water → HCID 178474974, compound

Participants

Reaction Steps

50 mg of trans-N-[4-(2-{4-[2-tert-butyl-6-(2-methoxy-ethyl)-pyrimidin-4-yl]-piperazin-1-yl}-ethyl)-cyclohexyl]-acetamide from example 1 were dissolved in 5 mL of dichloromethane. At −20° C., 1.122 mL of 1 M BBr3 in dichloromethane was added dropwise. The reaction mixture was allowed to warm to room temperature and to stir overnight. Water was added, the organic phase removed and the aqueous phase adjusted to pH 7 with 5% aqueous sodium bicarbonate solution. Ethyl acetate was added, the organic layer removed, and the aqueous phase extracted three times with ethyl acetate. The organic layers were combined, dried over Na2SO4, filtered and the solvent removed to yield 0.035 mg of crude product which was further purified via silica gel chromatography to yield 0.017 mg of the title compound.

Provenance & Evidence