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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626004Generated: November 1, 2026

4-Toluenesulfonyl chloride → HCID 67078537, compound

https://huagongshe.com/reaction/1626004

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 numberUS08785438B2
Source datasetuspto-grants-2014_07
ORD IDord-8580ed6c1fe44df3a3104d99177f5543
Source noteuspto-grants-2014_07