3-(2-Bromoacetyl)benzonitrile → (R)-1-(2-(3-cyanophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

Participants

Reaction Steps

3-(2-Bromoacetyl)benzonitrile (40.0 mg, 0.18 mmol) was added to a solution of (R)—((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetate (diastereomer 1 of I2) (60 mg, 0.18 mmol) in EtOAc (2 ml). The reaction mixture was stirred at room temperature overnight (UPLC-MS: complete conversion). EtOAc was removed under vacuum, and the residue is triturated with Et2O. The solid was collected by suction filtration and dried at 40° C. for 48 hours to obtain the (R)-1-(2-(3-cyanophenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (61.1 mg, 61% yield).

Provenance & Evidence