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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244709Generated: October 29, 2026

Dimethylformamide → 4-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-B]pyridine

https://huagongshe.com/reaction/244709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium hydrideHCID 24758—
Reactant4-Bromo-1H-pyrrolo[2,3-b]pyridineHCID 22273643—
SolventWaterHCID 962—
Product4-Bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-B]pyridineHCID 45074561—

Reaction Steps

4-Bromo-1H-pyrrolo[2,3-b]pyridine (2 g, 10.15 mmol) and sodium hydride (0.406 g, 10.15 mmol) were added to N,N-Dimethylformamide (30 mL) with stirring and under nitrogen. After 15 minutes the reaction was cooled in an ice bath and benzenesulfonyl chloride (1.295 mL, 10.15 mmol) was added to the reaction mixture. The reaction was stirred in the ice bath for 30 min and then allowed to warm up to room temperature. Water (30 mL) was added to the reaction mixture and the precipitate was collected by filtration to afford the title compound as an orange solid: mass (4.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658635B2
Source datasetuspto-grants-2014_02
ORD IDord-f5c63c0f779749e18220f583e749cc54
Source noteuspto-grants-2014_02