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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425500Generated: October 28, 2026

Water → 1-(1-Methyl-1h-indol-3-yl)cyclopropane-1-carbonitrile

https://huagongshe.com/reaction/2425500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant1-(1H-Indol-3-yl)cyclopropanecarbonitrileHCID 15378324—
SolventDimethylformamideHCID 6228—
Product1-(1-Methyl-1h-indol-3-yl)cyclopropane-1-carbonitrileHCID 15468377—

Reaction Steps

1-(1H-indole-3-yl)cyclopropanecarbonitrile (183 mg) was dissolved in N,N-dimethylformamide (2 mL) and sodium hydride (60% in oil, 45 mg) was added under ice cooling, followed by stirring for 5 minutes. To the reaction solution, methyl iodide (0.07 mL) was added, followed by stirring at room temperature for one hour. To the reaction solution, water was added, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate and then concentrated. The residue was purified by silica gel column chromatography (parallel separation purification system) to obtain the titled compound having the following physical properties (196 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964726B2
Source datasetuspto-grants-2011_06
ORD IDord-716689ecee0b4e7ea044bbc02a9ac0f7
Source noteuspto-grants-2011_06