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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625483Generated: November 3, 2026

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

https://huagongshe.com/reaction/1625483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium hydrideHCID 24758—
Reactant3-Bromo-4-chloro-1H-pyrrolo(2,3-b)pyridineHCID 24729570—
SolventTetrahydrofuranHCID 8028—
Product3-Bromo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-B]pyridineHCID 4975895871%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (2.32 g) was dissolved in anhydrous THF and cooled to 0° C., the NaH (60%, 1.2 g) was added slowly and the mixture stirred at 0° C. for 40 min. The benzenesulfonyl chloride was added, and the mixture was allowed to warm to room temperature and stirred at room temperature for 3 h. The reaction mixture was quenched with H2O, and extracted with EtOAc. The organic layer was dried over Na2SO4. Ater the solvent evaporated under reduced pressure, the residue was purified with chromatography on silica gel to give 3-bromo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine: (2.63 g), yield: 71%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778977B2
Source datasetuspto-grants-2014_07
ORD IDord-0c9bbb0ff66e4c0589e92798acfaa9ef
Source noteuspto-grants-2014_07