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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028985Generated: October 30, 2026

Indole → HCID 71253210, compound

https://huagongshe.com/reaction/1028985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndoleHCID 798—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-Bromo-3-methylbenzoic acidHCID 2735588—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 71253210HCID 71253210—

Reaction Steps

To a solution of 2-bromo-3-methylbenzoic acid (1.0 g, 4.65 mmol) and 1H-indole (0.60 g, 5.12 mmol) in DCM (23.3 mL) at RT was added DCC (1.15 g, 5.58 mmol) and 4-dimethylaminopyridine (0.11 g, 0.93 mmol). The reaction was stirred at RT overnight. The reaction was quenched with water and the aqueous layer was extracted with EtOAc. The organic layer was then washed with water and brine (3× ea.), dried over Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography (0-50% Hexene/EtOAC) to yield (2-bromo-3-methylphenyl)(1H-indol-1-yl)methanone as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735384B2
Source datasetuspto-grants-2014_05
ORD IDord-11b4e26672f74acbb75e8550aadc256d
Source noteuspto-grants-2014_05