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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624661Generated: November 3, 2026

Water → tert-Butyl 5-fluoro-1-(methylsulfonyl)-1H-indole-3-carboxylate

https://huagongshe.com/reaction/624661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactanttert-butyl 5-fluoro-1H-indole-3-carboxylateHCID 90031295—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 5-fluoro-1-(methylsulfonyl)-1H-indole-3-carboxylateHCID 90031845—

Reaction Steps

To a solution of tert-butyl 5-fluoro-1H-indole-3-carboxylate (500 mg, 2.125 mmol) and triethylamine (1721 mg, 17.00 mmol) in THF (5 ml) was added methanesulfonyl chloride (0.658 ml, 8.50 mmol). The mixture was stirred at RT for 2 h. The reaction mixture was then poured into water and extracted twice with Et2O. The organic extracts were combined, filtered through MgSO4, concentrated, and purified by column chromatography (SiO2; EtOAc/hex) to afford the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303045B2
Source datasetuspto-grants-2016_04
ORD IDord-698277f5978a43599bbaff418bb9debe
Source noteuspto-grants-2016_04