Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 21087566 | HCID 21087566 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21087571 | HCID 21087571 | 72.2% |
Reaction Steps
Ethyl 1,2,5,6-tetrahydropyrido[3,4-b]indole-8-carboxylate (0.62 g, 2.68 mmol) was dissolved in DMF (10 mL) and cooled to 0° C. Sodium hydride (60% suspension in mineral oil, 0.16 g, 6.7 mmol) was added and the mixture stirred for 45 min prior to addition of ethyl iodide (0.50 g, 3.22 mmol). The mixture was stirred for 15 hours, then quenched with water and extracted with ethyl acetate. The organic layer was then removed and the crude was redissolved in acetonitrile and then washed with hexane to remove the mineral oil. The acetonitrile layer was evaporated to afford 0.5 g of title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07176322B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-d99921ec309f4ad887a5bf3c8b8a537b |
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| Source note | uspto-grants-2007_02 |
|---|