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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206631Generated: November 3, 2026

HCID 89741698, compound → HCID 89740377, compound

https://huagongshe.com/reaction/2206631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 89741698HCID 89741698—
ReactantHCID 178419765HCID 178419765—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89740377HCID 8974037782%

Reaction Steps

To a solution of methyl 2-bromo-1-(1-phenylethyl)-1H-indole-3-carboxylate (0.30 g, 0.84 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.09 g, 0.08 mmol) in tetrahydrofuran (20 mL) was added cyclopropylzinc(II) bromide (6.0 mL, 0.5 mol/L in tetrahydrofuran). The reaction mixture was stirred at reflux for 12 hours. After the reaction, it was cooled to room temperature and diluted with water (100 mL). The product was extracted with ethyl acetate (100 mL), dried over anhydrous sodium sulfate, concentrated and purified by column chromatography (silica gel: ethyl acetate:petroleum ether=1:10) to give the crude product methyl 2-cyclopropyl-1-(1-phenylethyl)-1H-indole-3-carboxylate (0.22 g, 82%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371331B2
Source datasetuspto-grants-2016_06
ORD IDord-41b6e037736743b2941462e3c658386d
Source noteuspto-grants-2016_06