Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 15951776 | HCID 15951776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57550278 | HCID 57550278 | — |
Reaction Steps
4-[2-(4-Trifluoromethyl-phenoxy)-phenylcarbamoyl]-piperidine-1-carboxylic acid tert-butyl ester (HVB01063, 1.0 g, 2.16 mmol) was dissolved in DCM (20 ml), and cooled to 0° C., and to this was added TFA (5 ml). Allowed to warm to room temperature and stirred for 1 h. The solution was poured over solid potassium carbonate (12 g), and extracted with DCM and water. Organic layers dried over MgSO4 and evaporated to dryness, to afford a cream coloured solid. 0.85 g, 100%, R.f. 0.4 (5% MeOH in DCM), 1HNMR: (CDCl3, 270 MHz) δ 1.65 (2H, m, CHCH2), 1.79 (2H, m, CHCH2), 2.30 (1H, m, CH), 2.64 (2H, td, J=12.4, 2.7 Hz, NCH2), 3.10 (2H, m, NCH2), 6.97 (1H, dd, J=6.4, 30.5 Hz, Ar HD), 7.05 (2H, m, Ar HF), 7.06 (1H, m, Ar HB), 7.17 (1H, t, J=7.2 Hz, Ar HC), 7.58, D, J=8.6 Hz, Ar HE), 8.39 (1H, d, J=7.9 Hz, Ar HA).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08119627B2 |
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| Source dataset | uspto-grants-2012_02 |
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| ORD ID | ord-8873911782604bf2af7275abf02ee285 |
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| Source note | uspto-grants-2012_02 |
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