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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1253262Erstellt: 24. Oktober 2026

O-Xylene → 3-[4-[4-(2-Quinolyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dione

https://huagongshe.com/de/reaction/1253262

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-XyleneHCID 7237—
Edukt1,3-Cyclopentanedicarboxylic acidHCID 107216—
Edukt1-(4-Aminobutyl)-4-(2-quinolyl)piperazineHCID 21243703—
LösungsmittelWaterHCID 962—
Produkt3-[4-[4-(2-Quinolyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dioneHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04748240
Quelldatensatzuspto-grants-1988_05
ORD IDord-b085f95e938f4d4f9b60dc63473ae7dd
Quellennotizuspto-grants-1988_05