HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(2-fluoro-4-(trifluoromethyl)phenyl)isonicotinate hydrochloride → Methyl 2-(2-fluoro-4-(trifluoromethyl)phenyl)piperidine-4-carboxylate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(2-fluoro-4-(trifluoromethyl)phenyl)isonicotinate hydrochloride | HCID 66732338 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-(2-fluoro-4-(trifluoromethyl)phenyl)piperidine-4-carboxylate hydrochloride | HCID 66731513 | 93% |
Reaction Steps
Methyl 2-(2-fluoro-4-(trifluoromethyl)phenyl)isonicotinate hydrochloride (5.4 g, 16.09 mmol) was dissolved in MeOH (40 mL) and platinum(IV) oxide (0.365 g, 1.61 mmol) added. The resulting mixture was hydrogenated in a Büchi hydrogenator at room temperature and 5 bar for 2 h. The catalyst was filtered off and washed with MeOH and the eluate evaporated yielding methyl 2-(2-fluoro-4-(trifluoromethyl)phenyl)piperidine-4-carboxylate hydro-chloride (5.1 g, 93%) as a slightly brown solid. MS m/z 306 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415378B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1f3ca084de8f480aa8ca7f562885537d |
| Source note | uspto-grants-2013_04 |