Diethyl Ether → (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(pyridin-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide

Participants

Reaction Steps

2-Bromo-1-(pyridin-2-yl)ethanone hydrobromide (39.2 mg, 0.14 mmol) was added to a solution of (R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate (52 mg, 0.14 mmol, prepared as in example 1) in ethyl acetate (2 ml). The reaction was stirred at room temperature for 16 hours, then Et2O (1 mL) was added, and the precipitate was collected by suction filtration and dried under vacuum at 40° C. overnight. The product was further purified by preparative HPLC to obtain (R)-3-((bis(3-fluorophenyl)methoxy)-carbonylamino)-1-(2-oxo-2-(pyridin-2-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide (16.5 mg).

Provenance & Evidence