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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766252Generated: October 25, 2026

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

https://huagongshe.com/reaction/1766252

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(1-Methyl-4-piperidinyl)-1H-indol-5-olHCID 2438—
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium HydroxideHCID 14798—
SolventTetrahydrofuranHCID 8028—
ProductBenzenesulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl esterHCID 1027051175.7%

Reaction Steps

By a method similar to Example 31, using benzenesulfonyl chloride (280 μL, 2.2 mmol), 3-(1-methylpiperidin-4-yl)-5-hydroxy-1H-indole (418 mg, 1.8 mmol) in 0.2 N sodium hydroxide (10 mL, 2.0 mmol) and THF (6 mL) gave 650 mg of an off white solid. The crude product was recrystallized from ethyl acetate to give 505 mg (75%) of tan needles: mp=192-194° C.; MS(m/e): 370 (M+); Calculated for C20H22N2O3S: C, 64.84; H, 5.99; N, 7.56. Found: C, 64.92; H, 6.19; N, 7.67.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230011B2
Source datasetuspto-grants-2007_06
ORD IDord-d55fe9cb9688431d8941e272a2e8d594
Source noteuspto-grants-2007_06