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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508361Generated: October 25, 2026

Sodium hydride → 5-Bromo-1-(methylsulfonyl)indoline

https://huagongshe.com/reaction/508361

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-BromoindolineHCID 3411566—
SolventDimethylformamideHCID 6228—
Product5-Bromo-1-(methylsulfonyl)indolineHCID 57598661%

Reaction Steps

To DMF (5.0 ml) was added sodium hydride (53 mg, 1.3 mmol) and the solution stirred at room temperature for 30 min. 5-Bromoindoline (240 mg, 1.2 mmol) was added and the solution was stirred at room temperature for 30 min. Methanesulfonyl chloride (94 ul, 1.2 mmol) was added and the solution stirred at room temperature overnight, then concentrated in vacuo. The crude product was purified by column chromatography on silica gel eluting with 2% CH3OH/CHCl3 to give the title compound (202 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09095590B2
Source datasetuspto-grants-2015_08
ORD IDord-3b5425a03e9c4550bbe7b880e907f823
Source noteuspto-grants-2015_08