Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 21862598 | HCID 21862598 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 45094698 | HCID 45094698 | 49% |
Reaction Steps
A solution of 2-aminoindole-3-carboxamide (Reference compound 18-1, 0.40 g, 2.3 mmol) in anhydrous N,N-dimethylformamide (2 mL) and a solution of iodoethane (0.20 mL, 2.5 mmol) in anhydrous N,N-dimethylformamide (2 mL) were successively added to a suspension of sodium hydride (purity 60%, 0.10 g, 2.5 mmol) in anhydrous N,N-dimethylformamide (10 mL) under ice-cooling. The mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice-water (30 mL), and the whole was extracted with ethyl acetate (50 mL×2). The organic layer was washed with brine (30 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography to give the title reference compound (0.22 g) as a brown solid (yield 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193237B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-a9f0136f595c4186a1f3dbab50de8609 |
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| Source note | uspto-grants-2012_06 |
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