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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360046Generated: October 31, 2026

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

https://huagongshe.com/reaction/2360046

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 numberUS08685991B2
Source datasetuspto-grants-2014_04
ORD IDord-607a0df6893f4fd2a3bf3fa295a6fda7
Source noteuspto-grants-2014_04