Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | HCID 86766904 | HCID 86766904 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86766954 | HCID 86766954 | — |
Reaction Steps
To a solution of the product from example 76 (100 mg, 0.18 mmol) in THF (2 mL) at −78° C. was added KHMDS (217 μL, 0.22 mmol, 1M in THF) and the mixture was stirred at −78° C. for 15 min. Methyl iodide (34 μL, 0.54 mmol) was added and the mixture was allowed to warm to rt and the mixture was stirred at rt for 20 h. The reaction mixture was diluted with EtOAc and extracted with a 5% citric acid solution. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The residue was purified by preparative HPLC, then the residue was lyophilized in dioxane. tR: 1.25 min (LC-MS 2); ESI-MS: 566.3/568.2 [M+H]+ (LC-MS 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815926B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-1ec95fb1232643a6bf1326fee5ed6f53 |
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| Source note | uspto-grants-2014_08 |
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