2-Chloroacetophenone → HCID 86660339, compound

Participants

Reaction Steps

2-Chloro-1-phenylethanone (26.9 mg, 0.17 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(3-fluorophenylamino)-2-(6-methoxypyridin-3-yl)acetate (C77) (67.1 mg, 0.17 mmol) in EtOAc (3 mL), and the resulting reaction mixture was stirred at room temperature overnight. The solvent was evaporated, and the crude product was purified by flash chromatography (DCM/MeOH=97/3 to 9/1) and then by preparative HPLC (Eluent: CH3CN/H2O) to obtain (3R)-3-(2-(3-fluorophenylamino)-2-(6-methoxypyridin-3-yl)acetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (19.5 mg, 20.7% yield).

Provenance & Evidence