HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(1-Methyl-1h-indol-3-yl)cyclopropane-1-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(1H-Indol-3-yl)cyclopropanecarbonitrile | HCID 15378324 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(1-Methyl-1h-indol-3-yl)cyclopropane-1-carbonitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964726B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-716689ecee0b4e7ea044bbc02a9ac0f7 |
| Source note | uspto-grants-2011_06 |