2-Chloroacetophenone → HCID 86665862, compound

Participants

Reaction Steps

To a solution of (R)-quinuclidin-3-yl 2-(2-(tert-butoxycarbonylamino)-2-phenylacetamido)-2-phenylacetate (210 mg, 0.42 mmol) in EtOAc (3 ml) and acetonitrile (3 ml), was added 2-chloro-1-phenylethanone (65.8 mg, 0.42 mmol), and the reaction was stirred at RT for 15 hours. More 2-chloro-1-phenylethanone (19.7 mg, 0.13 mmol) was added, and the reaction was stirred at RT for 24 hours. The solvent was evaporated, and the crude was purified by flash chromatography (DCM/MeOH=94/6 to 93/7) to obtain (3R)-3-(2-(2-(tert-butoxycarbonylamino)-2-phenylacetamido)-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (65.3 mg, 23.7% yield).

Provenance & Evidence