HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Aminoquinoline → 3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-quinolin-2-yl-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Aminoquinoline | HCID 11379 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | (S)-3-Cyclohexyl-2-(1-oxoisoindolin-2-yl)propanoic acid | HCID 1477119 | — |
| Reactant | (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide | HCID 9947513 | — |
| Product | 3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-quinolin-2-yl-propionamide | HCID 18402191 | 99% |
Reaction Steps
This compound was prepared via BOP coupling of (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-propionic acid (prepared in Step A of Example 1; 288 mg; 1.0 mmol) and 2-aminoquinoline (180 mg; 1.2 mmol) in a manner similar to that used for the preparation of (S)-3-cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-thiazol-2-yl-propionamide as outlined in Example 1, Step B) to provide 3-Cyclohexyl-2-(1-oxo-1,3-dihydro-isoindol-2-yl)-N-quinolin-2-yl-propionamide as a white solid in 99% yield: EI-HRMS m/e calcd for C26H27N3O2 (M+) 413.2103, found 413.2103.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06482951B2 |
| Source dataset | uspto-grants-2002_11 |
| ORD ID | ord-c5e3ff668d394392980a0a1dbbdfc2f4 |
| Source note | uspto-grants-2002_11 |