HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 1-(3-Fluoro-5-trifluoromethyl-benzyl)-piperidin-4-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(N-Boc-amino)piperidine | HCID 723833 | — |
| Reactant | 1-(Bromomethyl)-3-fluoro-5-(trifluoromethyl)benzene | HCID 2737575 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3-Fluoro-5-trifluoromethyl-benzyl)-piperidin-4-ylamine | HCID 53256157 | 80% |
Reaction Steps
A mixture of piperidin-4-ylcarbamic acid tert-butyl ester (4 g, 20 mmol), 3-fluoro-5-(trifluoromethyl)benzyl bromide (4.6 g, 18.1 mmol) and diisoproylethylamine (4.7 ml, 27.1 mmol) in dichloromethane (25 ml) was stirred at room temperature for 2 h. After this period, trifluoroacetic acid (32 ml) was added and the reaction mixture was stirred for a further 2 h. The solvent was evaporated in vacuo and a saturated solution of sodium carbonate was added. The mixture was extracted with dichloromethane and the separated organic layer was dried (Na2SO4), filtered, and the solvent evaporated in vacuo to yield D7 (4 g, 80%) as a solid. C13H16F4N2 requires 276. Found 277 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466153B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-faaca458ac754415acae0d218db4530c |
| Source note | uspto-grants-2013_06 |