Hydrochloric Acid → 1-Benzenesulfonyl-3-piperidin-3-yl-1H-indole

Participants

Reaction Steps

A solution of 3-(1H-indol-3-yl)-piperidine-1-carboxylic acid tert-butyl ester (75 mg, 0.25 mmol) and phenylsulfonyl chloride (50 mg, 0.27 mmol) in tetrahydrofuran (THF) at room temperature is treated with potassium tert-butoxide (0.275 mL, 1 M solution in THF, 0.275 mmol), shaken at room temperature for 16 hours, treated with HCl (4 N in dioxane, 0.5 mL), shaken for 2 hours and concentrated in vacuo to give a residue. Purification of the residue by HPLC1 affords the title product, characterized by HPLC and mass spectral analyses [M+H] 341.45, LCMS2 retention time 1.67 min.

Provenance & Evidence