Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86586706 | HCID 86586706 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86586705 | HCID 86586705 | 35% |
Reaction Steps
A solution of (1R*,2R*,5S*,6R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]-methoxy}-6-[4-methylthioazol-2-yl]-1-phenyl-8-azabicyclo[3.2.1]octane (Example 78; 50 mg, 0.081 mmol) in diethyl ether (2 ml) was treated 1M etheral HCl (0.3 ml). The mixture was concentrated in vacuo. The residue was treated with 10% palladium on charcoal (180 mg) ethanol (10 ml) was stirred under hydrogen atmosphere (1 atm) at +65° C. for 30 minutes. The reaction mixture was cooled to room temperature, flushed with nitrogen gas and filtered through a pad of Celite™. The filtrate was concentrated and purified by preparative TLC (dichloromethane:methanol) to give the title compound (15 mg, 35%). The hydrochloride salt of the title compound was prepared by treatment with ethereal HCl.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06727249B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-5f2c923b945e4c3da0ee73c4d2a58a8c |
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| Source note | uspto-grants-2004_04 |
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