Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | HCID 66852730 | HCID 66852730 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 66853579 | HCID 66853579 | — |
Reaction Steps
A mixture of racemic (3aRS,5RS,6aSR)-6a-(3-bromo-4-fluorophenyl)-1-(2,4-dimethoxybenzyl)hexahydro-1H-cyclopenta[c]isoxazol-5-ol (0.852 g, 1.79 mmol) and triethylsilane (0.624 g, 5.37 mmol) in TFA (4 mL) is heated to 80° C. for 3 h. The reaction is cooled to room temperature and concentrated under reduced pressure to afford a residue that is purified on a SCX column washing sequentially with dichloromethane, methanol and 7 N NH3 in MeOH to give the title compound as racemic mixture (0.57 g, 100%). ES/MS m/e (79Br/81Br) 302, 304 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08278441B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-95693b81202a4af082e5355d0f8019c5 |
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| Source note | uspto-grants-2012_10 |
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