HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1427039Erstellt: 25. Oktober 2026
Dimethyl Sulfoxide → N-(4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide
https://huagongshe.com/reaction/1427039
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Dimethyl Sulfoxide | HCID 679 | — |
| Edukt | N-(4-Chloropyridin-2-yl)acetamide | HCID 22832129 | — |
| Edukt | Potassium tert-butoxide | HCID 23665647 | — |
| Edukt | 6-(2-Ethoxyethoxy)-1H-indol-5-ol | HCID 86730341 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | N-(4-((6-(2-Ethoxyethoxy)-1H-indol-5-yl)oxy)pyridin-2-yl)acetamide | HCID 86730342 | 48% |
Reaktionsschritte
Dimethylsulfoxide (20 mL) was added to a mixture of 6-(2-ethoxyethoxy)-1H-indol-5-ol described in Production Example 24-5 (3.28 g, 14.8 mmol), N-(4-chloropyridin-2-yl)acetamide described in Production Example 1-5 (2.78 g, 16.3 mmol), and potassium tert-butoxide (1.83 g, 16.3 mmol) under nitrogen atmosphere at room temperature. The liquid mixture was stirred at 150° C. overnight. The reaction liquid was allowed to stand to cool to room temperature and then diluted with water and ethyl acetate. The organic layer was washed with a saturated saline solution and dried over anhydrous sodium sulfate, and then the drying agent was separated by filtration. The filtrate was concentrated under vacuum. The residue was purified with silica gel column chromatography (n-heptane:ethyl acetate=1:1-0:1-ethyl acetate:methanol=99:1-19:1) to obtain the title compound (2.5 g, 48%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08933099B2 |
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| Quelldatensatz | uspto-grants-2015_01 |
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| ORD ID | ord-9cd462329aa84014b77b2e0e837efd04 |
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| Quellennotiz | uspto-grants-2015_01 |
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