Phenacyl bromide → HCID 86665836, compound

Participants

Reaction Steps

2-Bromo-1-phenylethanone (39.3 mg, 0.20 mmol) is added to a solution of (R)-quinuclidin-3-yl 2-(tert-butoxycarbonylamino)-2-(4-methoxyphenyl)acetate (C44) (70.0 mg, 0.18 mmol) in EtOAc (2 ml) and acetonitrile (2 ml). The reaction was stirred at RT for 15 hours, and then the solvent was evaporated and the resulting colorless oil was triturated first with i-Pr2O/EtOAc (10/1) and then with i-Pr2O to obtain (3R)-3-(2-(tert-butoxycarbonylamino)-2-(4-methoxyphenyl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (60.9 mg; 58% yield).

Provenance & Evidence