5-(2-Bromoethyl)-2,3-dihydro-1-benzofuran → (R)-3-((bis(3-fluorophenyl)methoxy)carbonyl amino)-1-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide

Participants

Reaction Steps

To a solution of (R)-bis(3-fluorophenyl)methyl quinuclidin-3-ylcarbamate (53 mg, 0.14 mmol, prepared as in example 1) in ethyl acetate (2 ml), 5-(2-bromoethyl)-2,3-dihydrobenzofuran (32.3 mg, 0.14 mmol) was added. The resulting mixture was stirred at room temperature for 8 days, and then the solvent was evaporated, and the crude was purified by flash chromatography (DCM/MeOH=95/5) to collect (R)-3-((bis(3-fluorophenyl)-methoxy)carbonylamino)-1-(2-(2,3-dihydrobenzofuran-5-yl)ethyl)-1-azoniabicyclo[2.2.2]octane bromide (22.2 mg).

Provenance & Evidence