HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Thionyl Chloride → {4-[2-(4-Fluorophenyl)ethyl]piperazin-1-yl}quinolin-8-ylmethanone
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | 8-Quinolinecarboxylic acid | HCID 66582 | — |
| Edukt | 1-(2-(4-Fluorophenyl)ethyl)piperazine | HCID 11254522 | — |
| Edukt | Quinoline-8-carbonyl chloride | HCID 14722777 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | {4-[2-(4-Fluorophenyl)ethyl]piperazin-1-yl}quinolin-8-ylmethanone | HCID 10155608 | — |
Reaktionsschritte
0.34 ml of thionyl chloride is added to a suspension of 0.4 g of quinoline-8-carboxylic acid in THF, and the mixture is refluxed for 1 hour. The mixture is then freed from solvent, and the residue (quinoline-8-carbonyl chloride) is taken up in 50 ml of dichloromethane. 2.1 g of polymeric DMAP (Aldrich, Article No. 35,998-2), 0.6 ml of triethylamine and 0.6 g of 1-[2-(4-fluoro-phenyl)ethyl]piperazine are added to this solution, and the mixture is stirred at room temperature for 5 days. Conventional work-up gives {4-[2-(4-fluorophenyl)ethyl]piperazin-1-yl}quinolin-8-ylmethanone.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07329749B2 |
| Quelldatensatz | uspto-grants-2008_02 |
| ORD ID | ord-520568b1c09d4ec98da56c7bd393648f |
| Quellennotiz | uspto-grants-2008_02 |