Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | HCID 59452604 | HCID 59452604 | — |
| Catalyst | Platinum oxide (PtO) | HCID 82844 | — |
| Product | HCID 86625197 | HCID 86625197 | 98% |
Reaction Steps
N-[2-(Ethyloxy)-4-(4-pyridinyl)phenyl]-2,2,2-trifluoroacetamide (4.6 g, 14.82 mmol) was place in a 250 mL high pressure vessel and dissolved in 70 mL of HOAc. Platinum oxide (0.373 g, 1.48 mmol) was added followed quickly by a rubber septum. The flask was evacuated and filled with N2 six times to remove any oxygen. The vessel was then pressurized with H2 (60 psi). The solution stirred for 24 h. The vessel was evacuated and filled with N2 six times to remove any N H2. The solution was filtered through celite and evaporated to give the title compound of step E (4.8 g, 7.46 mmol, 98%). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.27 (d, J=8.07 Hz, 1H), 6.94 (d, J=1.47 Hz, 1H), 6.81 (dd, J=8.07, 1.83 Hz, 1H), 4.05 (q, J=6.97 Hz, 2H), 3.20 (d, J=12.10 Hz, 2H), 2.79 (td, J=12.56, 2.38 Hz, 2H), 2.68-2.74 (m, 1H), 1.84 (s, 3H), 1.78-1.83 (m, 2H), 1.70 (td, J=12.56, 3.48 Hz, 2H), 1.28 (t, J=6.97 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093239B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-f9a3f681738e43fc99e760ee06890790 |
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| Source note | uspto-grants-2012_01 |
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