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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71166Erstellt: 25. Oktober 2026

3-Carbethoxy-2-piperidone → ethyl 3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate

https://huagongshe.com/reaction/71166

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Carbethoxy-2-piperidoneHCID 97773—
EduktOxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 2735153—
Edukt3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzohydrazideHCID 66607850—
LösungsmittelAcetonitrileHCID 6342—
LösungsmittelEthyl AcetateHCID 8857—
LösungsmittelSodium BicarbonateHCID 516892—
Produktethyl 3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylateHCID 6660806338,2%

Reaktionsschritte

To a mixture of ethyl 2-oxopiperidine-3-carboxylate (1.86 g) in acetonitrile (20 mL) was added trimethyloxonium tetrafluoroborate (1.61 g) at room temperature, and the mixture was stirred at room temperature for 2 hr. 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzohydrazide (2.23 g) was added to the reaction mixture at room temperature, and the mixture was heated under reflux for 2 hr. The reaction mixture was allowed to cool to room temperature, and diluted with ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, the mixture was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was collected by filtration, and washed with ethyl acetate to give the title compound (1.32 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822699B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6a3e7fab210146a481e15b7772ff17ba
Quellennotizuspto-grants-2014_09