2-Chloroacetophenone → HCID 86660340, compound

Participants

Reaction Steps

2-Chloro-1-phenylethanone (57.7 mg, 0.37 mmol) was added to a solution of methyl 2-(1-(6-methoxypyridin-3-yl)-2-oxo-2-((R)-quinuclidin-3-yloxy)ethylamino)benzoate (C80) (159 mg, 0.37 mmol) in EtOAc (3 ml), and the resulting reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the crude was purified first by flash chromatography (DCM/MeOH=97/3 to 9/1), then by preparative HPLC (Eluent: CH3CN/H2O) and finally by flash chromatography (DCM/MeOH=95/5) to obtain (3R)-3-(2-(2-(methoxycarbonyl)phenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (21.2 mg, 9.8% yield).

Provenance & Evidence