HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 228927Erstellt: 24. Oktober 2026
Dimethylformamide → 7-Benzyloxy-6-methoxy-4-(6-methyl-2-thiazol-2-yl-pyridin-3-yloxy)-quinoline
https://huagongshe.com/de/reaction/228927
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | 2-(Tributylstannyl)-1,3-thiazole | HCID 2763259 | — |
| Edukt | 7-Benzyloxy-4-(2-iodo-6-methyl-pyridin-3-yloxy)-6-methoxyquinoline | HCID 23078323 | — |
| Katalysator | Copper oxide | HCID 14829 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 7-Benzyloxy-6-methoxy-4-(6-methyl-2-thiazol-2-yl-pyridin-3-yloxy)-quinoline | HCID 23078276 | 47% |
Reaktionsschritte
N,N-Dimethylformamide (2 ml) was added to 7-benzyloxy-4-(2-iodo-6-methyl-pyridin-3-yloxy)-6-methoxyquinoline (100 mg), tetrakistriphenylphosphine palladium (23 mg), tri-n-butyl-(thiazol-2-yl)-tin (113 mg), and copper(II) oxide (32 mg) under an argon atmosphere, and the mixture was stirred at 100° C. overnight. The reaction solution was cooled to room temperature, water was then added thereto, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography using hexane-acetone to give the title compound (43 mg, yield 46%).
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-8197771968384500918644a8315bf92d |
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| Quellennotiz | uspto-grants-2009_07 |
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