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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (+)-Epichlorohydrin | HCID 149428 | — |
| Edukt | 6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-ol | HCID 135854828 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | (S)-6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-7-oxiranylmethoxy-quinoline | HCID 86605189 | 56,5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07560558B2 |
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| Quelldatensatz | uspto-grants-2009_07 |
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| ORD ID | ord-ff7bad42bb774fcfa5c2c5346da35571 |
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| Quellennotiz | uspto-grants-2009_07 |
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