Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10176453 | HCID 10176453 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonia | HCID 222 | 7% |
| Product | HCID 10130811 | HCID 10130811 | 32.8% |
Reaction Steps
Sodium hydride (12.7 mg, 0.531 mmol) was added to an ice-cooled solution 6-(2-(N,N-Dimethylamino)ethyl)-1H-indole (50 mg, 0.265 mmol) in DMF (1 ml). After stirring for 1 h at 0° C., 2-iodopropane (52.9 μL, 0.530 mmol) was added and the mixture stirred at 100° C. overnight. The reaction mixture was then partitioned between water and dichloromethane, the organic layer washed sequentially with water and brine, dried over sodium sulfate and the solvent was removed in vacuo. Flash chromatography (silica gel, 7% methanolic ammonia in dichloromethane) gave the title product (10 mg, 16%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06716837B1 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-dab7dfce4e2d4f548d77cff5ce0b127c |
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| Source note | uspto-grants-2004_04 |
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