Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22941054 | HCID 22941054 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22941055 | HCID 22941055 | — |
Reaction Steps
The product from Step E (0.241 g, 0.699 mmol) was dissolved in DMF (10 mL) containing methyl iodide (0.21 mL, 3.44 mmol) and the stirred solution cooled to 0° C. under nitrogen. Sodium hydride (0.070 g, 60% dispersion in oil, 1.72 mmol) was added and the reaction stirred for 1 h. The reaction was quenched with water, and the DMF removed under vacuum. The residue was partitioned between ethyl acetate and water, and the organic phase washed with saturated brine and dried over magnesium sulfate. The crude product was chromatographed on silica gel with 40% ethyl acetate in hexane to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05856326 |
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| Source dataset | uspto-grants-1999_01 |
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| ORD ID | ord-258fff7357084286a519d781c14d2acd |
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| Source note | uspto-grants-1999_01 |
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