Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445138Generated: October 29, 2026

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

https://huagongshe.com/reaction/445138

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 numberUS08476293B2
Source datasetuspto-grants-2013_07
ORD IDord-ef4eb52ca38b4c9fab16b051cae6d78a
Source noteuspto-grants-2013_07