Potassium Iodide → (R)-3-((bis(3-fluorophenyl)methoxy)carbonylamino)-1-(2-phenoxyethyl)-1-azoniabicyclo[2.2.2]octane bromide

Participants

Reaction Steps

(R)-Bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate (50 mg, 0.13 mmol, prepared as in example 1) was added to a solution of (2-bromoethoxy)benzene (27.0 mg, 0.13 mmol) in ethyl acetate (2 ml). The mixture was stirred at room temperature overnight. Then (2-bromoethoxy)benzene (27 mg, 0.13 mmol) was added, and the mixture was heated at 100° C. for 15 minutes under microwave irradiation. A catalytic amount of potassium iodide was added, and the reaction was heated at 120° C. for 1 hour under microwave irradiation. The precipitate was collected by filtration and dried to obtain (R)-3-((bis(3-fluorophenyl)methoxy)carbonylamino)-1-(2-phenoxyethyl)-1-azoniabicyclo[2.2.2]octane bromide (17 mg).

Provenance & Evidence