HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → Tert-butyl {1-[2-oxo-2-(phenylamino)ethyl]piperidin-4-yl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-(4-{[(Tert-butoxy)carbonyl]amino}piperidin-1-yl)acetic acid | HCID 18670180 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl {1-[2-oxo-2-(phenylamino)ethyl]piperidin-4-yl}carbamate | HCID 49817130 | — |
Reaction Steps
A mixture of (4-tert-butoxycarbonylaminopiperidin-1-yl)acetic acid (0.50 g; 1.94 mmol), phenylamine (0.18 mL; 1.94 mmol), the coupling reagent TBTU (0.62 g; 1.94 mmol) and DIPEA (0.35 mL; 2.0 mmol) in DMF (5 mL) is stirred at r.t. over night. The solvent is evaporated and the residue is purified by silica gel column chromatography (DCM:MeOH=40:1) to give tert-butyl N-[1-(2-anilino-2-oxo-ethyl)-4-piperidyl]carbamate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09078909B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-abb51bd67810401fb62328d21b900112 |
| Source note | uspto-grants-2015_07 |