HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57190Erstellt: 25. Oktober 2026
Dimethylformamide → 3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile
https://huagongshe.com/reaction/57190
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | HCID 67087630 | HCID 67087630 | — |
| Katalysator | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile | HCID 67087458 | — |
Reaktionsschritte
161 mg (0.14 mmol) of tetrakis(triphenylphosphine)palladium (0) were added to a solution of 1.7 g (4.63 mmol) of 5-bromo-3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-1,3-dihydroindol-2-one from example a.1 and 544 mg (4.63 mmol) of zinc cyanide in 18 ml of dimethylformamide (DMF), and the mixture was agitated in a Biotage microwave apparatus at 150° C. for 1 h. The reaction solution was worked up by diluting with 300 ml of water, extracting with ethyl acetate (3×) and washing with saturated sodium chloride solution (1×). The combined organic phases were dried over magnesium sulfate and filtered, and the solvent was removed in vacuo. 1.67 g of 3-(2-ethoxypyridin-3-yl)-6-fluoro-3-hydroxy-2-oxo-2,3-dihydro-1H-indole-5-carbonitrile were obtained.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09434713B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-a512612913aa48d497144ffc2801fd6e |
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| Quellennotiz | uspto-grants-2016_09 |
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