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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352771Generated: October 30, 2026

Methanol → 1-tert-Butoxycarbonyl-4-[(5-chloroindol-2-yl)sulfonyl]piperazine

https://huagongshe.com/reaction/352771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium ChlorideHCID 25517—
Reactant1-tert-Butoxycarbonyl-4-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]piperazineHCID 22710300—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product1-tert-Butoxycarbonyl-4-[(5-chloroindol-2-yl)sulfonyl]piperazineHCID 22710781—

Reaction Steps

To 1-tert-butoxycarbonyl-4-[(5-chloro-1-phenylsulfonylindol-2-yl)sulfonyl]piperazine (4.84 g), a 0.5N methanol solution of sodium hydroxide (20 ml) was added, followed by stirring at room temperature for 1 hour. Under ice cooling, a saturated aqueous solution of ammonium chloride was added to the reaction mixture. Water and dichloromethane were then added to separate the organic layer. The organic layer was dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by chromatography on a silica gel column (methanol:dichloromethane=1:20), whereby the title compound (3.33 g, 93%) was obtained as colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-555e734009d5401f85c67d21d1615f52
Source noteuspto-grants-2004_06