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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80187Generated: October 25, 2026

Ethyl Acetate → 3-Bromo-1H-indole-4-carbonitrile

https://huagongshe.com/reaction/80187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantBromineHCID 24408—
ReactantSodium PyrosulfiteHCID 656671—
Reactant4-CyanoindoleHCID 3817602—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
Product3-Bromo-1H-indole-4-carbonitrileHCID 5339324978.41%

Reaction Steps

Bromine in DMF (0.796 g, 4.975 mmol) was added to a stirred solution of 1H-indole-4-carbonitrile (700 mg, 4.9295 mmol) in DMF (15 mL) at room temperature. The resulting mixture was stirred at room temperature for 2 hours. The reaction was monitored by TLC (10% ethylacetate in hexane). The reaction mixture was poured into ice water containing 0.5% ammonia and 0.5% sodium metabisulphite. The precipitate was collected, washed with cold water and dried to afford 850 mg of 3-Bromo-1H-indole-4-carbonitrile (78.41% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE045173E1
Source datasetuspto-grants-2014_09
ORD IDord-960275e7b31c4f1586aa012566cabc4e
Source noteuspto-grants-2014_09