Methanesulfonyl chloride → HCID 86660311, compound

Participants

Reaction Steps

To a solution of (R)-1-(2-(4-hydroxyphenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (diastereomer 1 of I71) (70 mg, 0.13 mmol) in DCM, were sequentially added methanesulfonyl chloride (9.9 μl, 0.13 mmol) and then TEA (17.7 μl, 0.13 mmol). The reaction mixture was stirred at room temperature for two days. The solvent was evaporated, and the crude product was purified first by trituration with Et2O and then by preparative HPLC (eluents: CH3CN/H2O) to obtain (R)-1-(2-(4-(methylsulfonyloxy)phenyl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide (25.5 mg, 31.9% yield).

Provenance & Evidence