Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | 2-Acetylphenylboronic acid | HCID 2734309 | — |
| Edukt | 4-[(2-Iodo-6-methyl-3-pyridyl)oxy]-6,7-dimethoxyquinoline | HCID 10093673 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 57756399 | HCID 57756399 | 20,4% |
Reaktionsschritte
Toluene (1 ml) and a saturated aqueous sodium hydrogencarbonate solution (0.5 ml) were added to 4-(2-iodo-6-methyl-pyridin-3-yloxy)-6,7-dimethoxy-quinoline (compound 116) (50 mg), tetrakistriphenylphosphine palladium (14 mg), and 2-acetylphenylboronic acid (97 mg) under an argon atmosphere, and the mixture was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, a 1 N aqueous sodium hydroxide solution was then added, and the mixture was extracted with chloroform. The chloroform 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 thin layer chromatography using chloroform-methanol to give the title compound (10 mg, yield 20%).
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-9e8cb0a72e64443796aaaffe736f20ac |
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| Quellennotiz | uspto-grants-2009_07 |
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