N-bromobutanimide → HCID 58994541, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-{4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-piperazin-1-ylmethyl}-phenylamine (as prepared in the previous step, 204 mg, 0.582 mmol) in CH3CN (6 mL) was cooled to 0° C. and treated dropwise with NBS as a solution in CH3CN (6 mL). The solvents were evaporated in vacuo. The residue was taken up in EtOAc and washed with satd aq NaHCO3. The organic layer was dried over MgSO4 and concentrated in vacuo. Purification of the residue on a 20-g Isolute SPE column on a FlashMaster system with 25-50% EtOAc-hexane afforded the title compound (80.9 mg, 32%) as an off-white solid. Mass spectrum (ESI, m/z): Calcd. for C19H34N3OSiBr, 428.2/430.2 (M+H). found 428.1/430.0.

Provenance & Evidence