2-(Chloroacetyl)thiophene → HCID 86672930, compound

Participants

Reaction Steps

Phenyl(4-(trifluoromethyl)phenyl)methyl(R)-quinuclidin-3-ylcarbamate (56.0 mg, 0.14 mmol) was dissolved in ethyl acetate (1 ml) and acetonitrile (0.5 ml). The resulting solution was treated with 2-chloro-1-(thiophen-2-yl)ethanone (24.0 mg, 0.15 mmol) and stirred at room temperature overnight. The solvent was evaporated, and the crude was first purified by flash chromatography (DCM/MeOH=95/5) and then by preparative HPLC(CH3CN/H2O) to afford (3R)-1-(2-oxo-2-(thiophen-2-yl)ethyl)-3-((phenyl(4-(trifluoromethyl)phenyl)methoxy)carbonylamino)-1-azoniabicyclo[2.2.2]-octane chloride (30.0 mg, mixture of diastereoisomers).

Provenance & Evidence