Phenacyl bromide → HCID 86665832, compound

Participants

Reaction Steps

To a solution of (R)-quinuclidin-3-yl 2-((2-methoxyethoxy)-carbonylamino)-2-phenylacetate (C36) (73.0 mg, 0.20 mmol) in EtOAc (3 ml) and acetonitrile (1 ml), was added 2-bromo-1-phenylethanone (44.1 mg, 0.22 mmol). The reaction was stirred at RT for 15 hours, and then the solvent was evaporated, and the resulting crude was purified by flash chromatography (DCM/MeOH=95/5 to 93/7). The product was triturated with i-Pr2O to obtain (3R)-3-(2-((2-methoxyethoxy)carbonylamino)-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (61.3 mg; 54% yield).

Provenance & Evidence