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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79549Generated: October 28, 2026

Toluene → HCID 68762479, compound

https://huagongshe.com/reaction/79549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhenylboronic AcidHCID 66827—
Reactant1H-Pyrrolo[2,3-B]pyridine, 5-bromo-4-chloro-1-(phenylsulfonyl)-HCID 49758885—
SolventEthanolHCID 702—
ProductHCID 68762479HCID 6876247987.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Bromo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyri dine (3.70 g, 9.96 mmol, see Example 6) and phenylboronic acid (1.27 g, 10.5 mmol) were placed in 2:1 toluene:EtOH (30 mL). The contents were then degassed under Ar and heated to 80° C. for 24 hours. The reaction was cooled to room temperature, diluted with DCM, and poured into water. The organic fraction was filtered, dried, and concentrated. Purification was carried out by column chromatography (1:1 to 1:2 hexane:DCM) to give 4-chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (3.20 g, 87.1% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-0dbe85217aac4e419af86599897898d1
Source noteuspto-grants-2014_09