HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-piperidine-4-carboxylate hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)isonicotinate | HCID 66732503 | — |
| Catalyst | Adams' catalyst | HCID 345198 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-piperidine-4-carboxylate hydrochloride | HCID 66731714 | 94.2% |
Reaction Steps
Methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)isonicotinate (2.9 g, 9.69 mmol) was dissolved in methanol and hydrogen chloride (1.25 M in methanol, 11.63 mL, 14.54 mmol) was added. The solvent was evaporated and the residue redissolved in methanol (50 mL), platinum(IV) oxide (0.220 g, 0.97 mmol) was added and the reaction mixture was hydrogenated at 5 bar and room temperature in a Büchi hydrogenator for 2 h. The catalyst was removed by filtration and the solvent was evaporated to yield methyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-piperidine-4-carboxylate hydrochloride (3.12 g, 94%). 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-2e45d39a148d4ddeacffba172e687c9a |
| Source note | uspto-grants-2013_04 |