Benzenesulfonyl chloride → HCID 21905219, compound

Participants

Reaction Steps

To a solution of (RS)-N-(4-cyano-benzyl)-2-[5-ethoxy-2-fluoro-3-(piperidin-4-yloxy)-phenyl]-2-methoxy-acetamide (300 mg) in THF (3 ml) were added benzenesulfonyl chloride (127 mg) and triethylamine (138 mg). The mixture was stirred over the weekend. Ice-water and EtOAc were added and the pH of the aqueous phase was adjusted to 2. The mixture was extracted with EtOAc. The organic phase was washed with saturated NaHCO3 soln. and water, dried, filtered and evaporated to give (RS)-2-[3-(1-benzenesulfonyl-piperidin-4-yloxy)-5-ethoxy-2-fluoro-phenyl]-N-(4-cyano-benzyl)-2-methoxy-acetamide (396 mg) as an off-white solid. MS 582.2 ([M+H]+).

Provenance & Evidence