Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethane, 1-fluoro-2-iodo- | HCID 69804 | — |
| Reactant | HCID 70565186 | HCID 70565186 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70583868 | HCID 70583868 | — |
Reaction Steps
To a suspension of NaH (60% dispersion in mineral oil) (22 mg, 0.55 mmol) in anhydrous DMF (3 mL) under nitrogen atmosphere was added methyl 2-(4-(tert-butoxycarbonylamino)-1H-indol-1-yl)-2-(4-chlorophenyl)acetate (207 mg, 0.5 mmol), as described in Example 2 step B, in anhydrous DMF (2 mL) and the mixture was then stirred at 0° C. for 1 h. To this mixture was added 1-fluoro-2-iodoethane (17.4 mg, 1 mmol), and the mixture was then stirred at room temperature for 4 h. The volatile was evaporated. The residue was purified by silica gel chromatography eluting with PE/EA (10/1 to 3/1, v/v) to afford the title compound as a white solid. LC/MS m/z=405.1[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403807B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-efdf7d4ad4d54eedb9c64c3e2ca5fa82 |
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| Source note | uspto-grants-2016_08 |
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