Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 91424771 | HCID 91424771 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 91123297 | HCID 91123297 | 80.4% |
Reaction Steps
To a solution of the alcohol of Step 1 (105 mg, 0.25 mmol) in DMF (5 mL) at 0° C. was added NaH (11 mg, 0.3 mmol). The reaction mixture was stirred at 0° C. for 20 minutes and MeI (51 mg, 0.4 mmol) was added. The reaction was stirred at 0° C. for 30 minutes and quenched with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography eluted with 30% EtOAc in Hexanes to provide 90 mg of the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07144913B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-d536780e45de420189d869fffe0a3e9d |
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| Source note | uspto-grants-2006_12 |
|---|