2-Bromo-3'-chloro-4'-fluoroacetophenone → (R)-1-(2-(3-chloro-4-fluorophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

Participants

Reaction Steps

To a solution of (R)—((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (diastereomer 1 of I2) (75 mg, 0.22 mmol) in EtOAc (5 ml), was added 2-bromo-1-(3-chloro-4-fluorophenyl)ethanone (61.7 mg, 0.24 mmol), and the reaction was stirred at room temperature for 15 hours. The precipitate was collected by suction filtration to obtain (R)-1-(2-(3-chloro-4-fluorophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (120.3 mg, 92% yield).

Provenance & Evidence