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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766257Generated: October 26, 2026

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

https://huagongshe.com/reaction/1766257

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(1-Methyl-4-piperidinyl)-1H-indol-5-olHCID 2438—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium HydroxideHCID 14798—
Product4-Methylphenylsulfonic acid 3-(1-methylpiperidin-4-yl)-1H-indol-5-yl esterHCID 1015687479.3%

Reaction Steps

By a method similar to Example 31, using 4-methylbenzenesulfonyl chloride (228 mg, 1.2 mmol) and 3-(1-methylpiperidin-4-yl)-5-hydroxy-1H-indole (230 mg, 1.0 mmol), 0.2 N sodium hydroxide (5.5 mL, 1.1 mmol) gave 400 mg of crude product. The crude product was recrystallized from ethyl acetate to give 305 mg (79%) of a white powder: mp=186-187° C. MS(m/e): 384 (M+); Calculated for C21H24N2O3S: Calcd: C, 65.60; H, 6.29; N, 7.29. Found: C, 65.50; H, 6.35; N, 7.23.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230011B2
Source datasetuspto-grants-2007_06
ORD IDord-dcae0072c7d74593a8bf1ddc854b131d
Source noteuspto-grants-2007_06