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HRID 845245Erstellt: 24. Oktober 2026

1,1'-Carbonyldiimidazole → 4-Methoxymethyl-5-morpholinomethyl-3-(3-ethyl,1,2,4-oxadiazol-5-yl)-beta-carboline

https://huagongshe.com/de/reaction/845245

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,1'-CarbonyldiimidazoleHCID 68263—
EduktN-HydroxypropionimidamideHCID 4092053—
EduktHCID 13850370HCID 13850370—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Methoxymethyl-5-morpholinomethyl-3-(3-ethyl,1,2,4-oxadiazol-5-yl)-beta-carbolineHCID 2013239260,6%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

A solution of 0.36 g of 4-methoxymethyl-5-morpholinomethyl-beta-carboline-3-carboxylic acid (prepared according to example 4) in 10 ml of absolute dimethylformamide is mixed with 0.2 g of carbonyldiimidazole and stirred for 30 minutes at 60° C. Then 0.4 g of propioamidoxime in 2 ml of DMF is added and the reaction mixture heated to 100° C. for 3 hours. After distilling off of the solvent in a vacuum, the residue is mixed with 20 ml of xylene and refluxed for 3 hours on the water separator, the reaction mixture is filtered hot, the filtrate is concentrated and chromatographed on silica gel. 0.25 g (60%) of oxadiazole derivative is obtained. Melting point 161°-163° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04757070
Quelldatensatzuspto-grants-1988_07
ORD IDord-844a499bc1f2435293b62aada34c38da
Quellennotizuspto-grants-1988_07