HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
O-Xylene → 3-[4-[4-(2-Quinolyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | O-Xylene | HCID 7237 | — |
| Edukt | 1,3-Cyclopentanedicarboxylic acid | HCID 107216 | — |
| Edukt | 1-(4-Aminobutyl)-4-(2-quinolyl)piperazine | HCID 21243703 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3-[4-[4-(2-Quinolyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dione | HCID 14156365 | — |
Reaktionsschritte
1,3-Cyclopentane dicarboxylic acid (1.6 g., 10 mmole) and 1-(4-aminobutyl)-4-(2-quinolyl)piperazine (2.8 g., 10 mmole) were combined in 200 ml. of xylene and refluxed for 24 hours with water removal via a Dean-Stark trap. The solvent was then removed in vacuum and the residue redissolved in chloroform and filtered through 75 g. of silica gel. The column was rinsed with 5% ethanol/chloroform and the product-containing fractions were combined and evaporated. The residue was recrystallized from isopropanol with the addition of 4N isopropanolic HCl to give 820 mg. of the title compound as the dihydrochloride hemihydrate; m.p. 240°-242° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04748240 |
| Quelldatensatz | uspto-grants-1988_05 |
| ORD ID | ord-b085f95e938f4d4f9b60dc63473ae7dd |
| Quellennotiz | uspto-grants-1988_05 |