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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615998Generated: November 4, 2026

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

https://huagongshe.com/reaction/1615998

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 45074561140.2%

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. The reaction mixture was stirred in the ice bath for 30 min and then allowed to warm up to room temperature. Water (30 mL) was added and the precipitate collected by filtration to afford the title compound as an orange solid (4.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-087cc71763604b73aff246b0577f1d56
Source noteuspto-grants-2014_07