HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Benzyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)piperidine → N-(Piperidin-4-yl)-4'-(trifluoromethyl)-biphenyl-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Benzyl-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)piperidine | HCID 22995692 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Tetrahydrofurfuryl alcohol | HCID 7360 | — |
| Product | Ammonia | HCID 222 | — |
| Product | N-(Piperidin-4-yl)-4'-(trifluoromethyl)-biphenyl-2-carboxamide | HCID 9928271 | 176.4% |
Reaction Steps
To a solution of the 1-benzyl-4-(4′-trifluoromethylbiphenyl-2-carbonylamino)piperidine (1.47 g) obtained in Example 8a) in tetrahydrofuran-methanol (1:1; 50 mL) was added palladium hydroxide (300 mg) in a stream of argon under ice-cooling. The mixture was stirred for one day at normal pressure under hydrogen atmosphere, and further stirred for one day at normal pressure under hydrogen atmosphere after further addition of palladium hydroxide (300 mg). The reaction mixture was filtered through a Celite pad and washed with methanol. The filtrate and the washings were combined, concentrated in vacuo and purified by column chromatography on silica gel with chloroform:methanol:aqueous ammonia=100:10:1 to give the title compound (1.03 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538140B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-acf22412513b4430899df264ef800621 |
| Source note | uspto-grants-2009_05 |