Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79552Generated: October 26, 2026

Water → 3-bromo-4-chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/79552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantSodium hydrideHCID 24758—
Reactant3-bromo-4-chloro-5-phenyl-1H-pyrrolo[2,3-b]pyridineHCID 68763397—
SolventDimethylformamideHCID 6228—
Product3-bromo-4-chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 6876143195.1%

Reaction Steps

3-Bromo-4-chloro-5-phenyl-1H-pyrrolo[2,3-b]pyridine (1.30 g, 4.23 mmol) was placed in DMF (10 mL) at 0° C. NaH (0.203 g, 5.07 mmol) was then added, and the reaction was stirred for 20 minutes. Benzenesulfonyl chloride (0.595 mL, 4.65 mmol) was then added, and the reaction was stirred for 30 minutes at 0° C. The reaction was then poured into water and extracted with EtOAc. The combined organic fractions were dried, filtered, concentrated and purified (2:1 D CM: hexanes) to give 3-bromo-4-chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyri dine (1.80 g, 95.1% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-e99f3cc9b5bf46b08290d7f99b68c566
Source noteuspto-grants-2014_09