Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 58993539 | HCID 58993539 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 24785715 | HCID 24785715 | — |
Reaction Steps
tert-Butyl 4-(((4′-cyano-4-methoxybiphenyl-3-yl)methoxy)methyl)-4-phenylpiperidine-1-carboxylate (47 mg, 0.092 mmol) was dissolved in dichloromethane (2 mL) and trifluoroacetic acid (1 mL). The reaction was stirred for 45 min and concentrated. The residue was dissolved in methanol and loaded onto an strong cation exchange cartridge. The cartridge was flushed with plenty of methanol which was discarded. The product was then eluted using 2 M ammonia in methanol. The solvent was evaporated to give 34 mg (90%) as a colorless oil. Retention time: 2.20 min. (Phenomenex C18 3.0×50 mm, 10% MeOH/90% H2O/0.1% TFA→90% MeOH/10% H2O/0.1% TFA, Gradient time=3 min., Flow rate=4 mL/min.) Mass spec.: 413.39 (MH)+. Accurate mass spec.: m/z 413.2245 [MH]+, Δ=3.9 ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383821B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-e8f0fd20127a4862a58334b6af6ba829 |
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| Source note | uspto-grants-2013_02 |
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