Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 228985Erstellt: 24. Oktober 2026

Dimethylformamide → (S)-6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinoline

https://huagongshe.com/de/reaction/228985

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktPotassium CarbonateHCID 11430—
Edukt(+)-EpichlorohydrinHCID 149428—
Edukt6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-olHCID 135854828—
LösungsmittelWaterHCID 962—
Produkt(S)-6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinolineHCID 8660518956,5%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

N,N-Dimethylformamide (2 ml) was added to 6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-ol (compound 352) (50 mg), potassium carbonate (62 mg), and (S)-epichlorohydrin (42 mg), and the mixture was stirred at 90° C. overnight. The reaction solution was cooled to room temperature, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using hexane-acetone to give (S)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinoline (33 mg, yield 54%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560558B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-ff7bad42bb774fcfa5c2c5346da35571
Quellennotizuspto-grants-2009_07