Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | HCID 117760001 | HCID 117760001 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117759709 | HCID 117759709 | — |
Reaction Steps
To a solution of cyclopentyl(2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)methanone (178 mg) in THF (5 mL) was added a solution (1 M, 0.82 mL) of lithium bis(trimethylsilyl)amide in THF at 0° C., and the mixture was stirred at 0° C. for 10 min. To the reaction mixture was added iodomethane (0.26 mL), and the mixture was stirred at room temperature for 30 min. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (128 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09382188B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-1f6784bb589547aabe33fa390abe18fe |
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| Source note | uspto-grants-2016_07 |
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