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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79550Generated: October 29, 2026

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

https://huagongshe.com/reaction/79550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 68762479HCID 68762479—
SolventDichloromethaneHCID 6344—
Product4-chloro-5-phenyl-1H-pyrrolo[2,3-b]pyridineHCID 6876257995.8%

Reaction Conditions

Temperature65 °C

Reaction Steps

4-Chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (1.70 g, 4.61 mmol) was placed in 1:1 THF:water (30 mL). 3M LiOH (aq., 15.4 mL, 46.1 mmol) was then added, and the reaction was heated to 65° C. for 18 hours. The reaction was cooled to room temperature, diluted with DCM (50 mL) and poured into water. The organic fraction was dried, filtered, and concentrated to give the crude product 4-chloro-5-phenyl-1H-pyrrolo[2,3-b]pyridine (1.01 g, 95.8% yield), which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841304B2
Source datasetuspto-grants-2014_09
ORD IDord-566720c2359d445b9ea60335782a9a2a
Source noteuspto-grants-2014_09