Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 57616247 | HCID 57616247 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 57616207 | HCID 57616207 | 39.2% |
Reaction Steps
To a mixture of 3-(β-D-glucopyranosyl)-1-(4-hydroxy-benzyl)-5-methyl-1H-indole (50 mg), cesium carbonate (82 mg) and sodium iodide (19 mg) in acetonitrile (1 mL) was added ethyl bromide (41 mg), and the mixture was stirred at 40° C. for 3 days. The reaction mixture was poured into 15% aqueous sodium chloride solution, and the resulting mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give the title compound (21 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07750145B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-a7225f8948eb498685a6036c6b489dc8 |
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| Source note | uspto-grants-2010_07 |
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