HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-[2-(3-Aminopropyl)-6-chloro-5-quinolinyl]-cyclohexaneacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [3-[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]propyl]-carbamic acid 1,1-dimethylethyl ester | HCID 86609738 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ammonia | HCID 222 | 10% |
| Product | N-[2-(3-Aminopropyl)-6-chloro-5-quinolinyl]-cyclohexaneacetamide | HCID 11268393 | 85.2% |
Reaction Steps
Trifluoroacetic acid (5 mL) was added to a solution of [3-[6-chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]propyl]carbamic acid, 1,1-dimethylethyl ester (Example 23(a)) (0.9 g) in dichloromethane (15 mL). After stirring for 2 hours the solvent was removed under reduced pressure and the resulting residue was purified (Varian Chem elute cartridge with dichloromethane as eluant). Further purification (Varian SCX cartridge using methanol (100 mL) and then 10% ammonia in methanol (100 mL) as eluant) afforded the title compound (300 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07408065B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-ac9483e6d4b14ee9bdd0b76bea38204e |
| Source note | uspto-grants-2008_08 |