Pyridine → HCID 58955091, compound

Participants

Reaction Steps

To a solution of 2-[3-(phenylsulfonyl)-1H-indol-5-yl]ethanol (0.88 g, 2.91 mmol) in anhydrous pyridine (15 mL) at 0° C. was added toluenesulfonyl chloride (0.58 g, 3.05 mmol). The solution was stirred for 12 hours at room temperature. The mixture was partitioned between ethyl acetate and H2O, and the aqueous layer was extracted with ethyl acetate (3×30 mL). The combined organic layers were washed with 2 M HCl, (2×25 mL), brine, dried (MgSO4), filtered and concentrated under reduced pressure. Silica gel chromatography (50% ethyl acetate/dichloromethane) gave the title compound as a white solid (1.3 g, 95%). Mp: 60-63° C. MS (ES−): 454 (M−H).

Provenance & Evidence