Phenacyl bromide → HCID 86665858, compound

Participants

Reaction Steps

To a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoate (95 mg, 0.23 mmol) in EtOAc (3 ml), was added 2-bromo-1-phenylethanone (54.9 mg, 0.28 mmol), and the reaction was stirred at RT for 15 hours. The solid was collected by filtration and purified by silica gel flash chromatography (DCM/MeOH=94/6) to obtain (3R)-3-(2-(tert-butoxycarbonylamino)-3-(1H-indol-3-yl)propanoyloxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (31.0 mg, 22% yield).

Provenance & Evidence