HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(2,4,5-trifluorophenyl)isonicotinate → Methyl 2-(2,4,5-trifluorophenyl)piperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(2,4,5-trifluorophenyl)isonicotinate | HCID 66732429 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Methyl 2-(2,4,5-trifluorophenyl)piperidine-4-carboxylate | HCID 66731764 | 95% |
Reaction Steps
Methyl 2-(2,4,5-trifluorophenyl)isonicotinate (2.509 g, 9.39 mmol) was dissolved in acetic acid (25 mL) and platinum(IV) oxide (0.107 g, 0.47 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 6 h. The catalyst was filtered off, washed with MeOH and the eluate evaporated. DCM and 10% K2CO3 were added and the phases separated. The organic layer was washed with brine, passed through a phase separator and evaporated to yield methyl 2-(2,4,5-trifluorophenyl)piperidine-4-carboxylate (2.434 g, 95%) as a brown oil. MS m/z 274 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-fd3e8c6d28784dd3b04a301edc1053f4 |
| Source note | uspto-grants-2013_04 |