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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088969Generated: November 3, 2026

4-Toluenesulfonyl chloride → HCID 67078537, compound

https://huagongshe.com/reaction/2088969

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Bromo-4-iodo-1H-pyrrolo[2,3-b]pyridineHCID 57537670—
SolventDimethylformamideHCID 6228—
ProductHCID 67078537HCID 67078537—

Reaction Steps

55% Sodium hydride (170 mg) and 4-methylbenzenesulfonyl chloride (740 mg) were added to a solution of 5-bromo-4-iodo-1H-pyrrolo[2,3-b]pyridine obtained by the method described in WO 2008/150914 (1.14 g) in N,N-dimethylformamide (12 ml) in an ice bath, and the mixture was stirred at room temperature for 3 hours. An aqueous ammonium chloride solution was added to the reaction solution, and the precipitated solid was collected by filtration and washed with water. This was dissolved in dichloromethane and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (1.68 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436012B2
Source datasetuspto-grants-2013_05
ORD IDord-fe711d9c9aed4c0d84357fe877eff624
Source noteuspto-grants-2013_05