3-(1-Methyl-4-piperidinyl)-1H-indol-5-ol → 4-Iodobenzenesulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl ester

Participants

Reaction Steps

By a method similar to Example 31, using 4-Iodobenzenesulfonyl chloride (347 mg, 1.15 mmol) in THF (4 mL), 3-(1-methylpiperidin-4-yl)-5-hydroxy-1H-indole (220 mg, 0.96 mmol) in 0.2 N sodium hydroxide (5.2 mL, 1.05 mmol) and THF (4 mL) gave 470 mg of an off white solid. The crude product was recrystallized from ethyl acetate/hexanes to give 404 mg (85%) of tan crystals: mp=174-176° C.; MS(m/e): 495 (M−1); Calculated for C20H21N2O3S: Calcd: C, 48.40; H, 4.26; N, 5.64. Found: C, 48.74; H, 4.20; N, 5.59.

Provenance & Evidence