Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58870822 | HCID 58870822 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58870639 | HCID 58870639 | 70% |
Reaction Steps
To a solution of N-{4-[1-(diethylcarbamoyl-phenyl-methyl)-1,2,3,6-tetrahydro-pyridin-4-yl]-3-fluoro-phenyl}-2-ethyl-butyramide (10 mg, 0.021 mmol) in HOAc (1 mL), H2O (0.1 mL) and 10% Pd/C (2 mg) were added. The mixture was stirred under H2 (1 atm) at 25° C. for 16 h. The mixture was neutralized to pH ˜7 with 1 M NaOH. The mixture was extracted with DCM (2×5 mL), and the organic layer was concentrated and purified by PTLC to provide the title compound (7 mg, 70%). MS: 482.4. 1H NMR (CDCl3): 7.53-7.28 (m, 6H), 7.19-7.03 (m, 3H), 4.26 (s, 1H), 3.50-3.05 (m, 5H), 2.98-2.92 (m, 1H), 2.83-2.75 (m, 1H), 2.44-2.36 (m, 1H), 2.30-1.95 (m, 2H), 1.90-1.47 (m, 8H), 1.08 (t, J=7.0, 3H), 1.04 (t, J=7.1, 3H), 0.91 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08183239B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-6fcb251fd4eb4a4c828d22dc20bf41a5 |
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| Source note | uspto-grants-2012_05 |
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