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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1037627Erstellt: 25. Oktober 2026

Acetamide → 4-Piperidinopiperidine-1-carbonyl chloride

https://huagongshe.com/reaction/1037627

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetamideHCID 178—
EduktPyridineHCID 1049—
EduktDichloromethaneHCID 6344—
Edukt(19S)-5,19-diethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2(11),4,6,9,15(20)-hexaene-8,14,18-trioneHCID 178436639—
LösungsmittelTriethylamineHCID 8471—
Produkt4-Piperidinopiperidine-1-carbonyl chlorideHCID 9813375—

Reaktionsbedingungen

Temperatur35 °C

Reaktionsschritte

In a suitable vessel were charged 7-Ethyl-10-hydroxycamptothecin (20 g), methylene dichloride, acetamide (3 gm) and pyridine (60 ml) under nitrogen atmosphere. A solution of [1,4′]bipiperidinyl-1′-carbonyl chloride (17.6 g), methylene dichloride and triethylamine (20 ml) was prepared and added to the above suspension and stirred at 30-40° C. for 2 hours. The solvent was distilled out under reduced pressure at 50° C. and hexane was added under stirring as an antisolvent to isolate crystalline compound. The crystalline compound was filtered, washed with hexane and dried under reduced pressure at 50° C. The yield was 28.4 g (95%). HPLC Purity—99.9%

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546573B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-6518246a8d4847cfa3c153f2d56092e4
Quellennotizuspto-grants-2013_10