HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 520560Erstellt: 26. Oktober 2026
Hydrochloric Acid → 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide
https://huagongshe.com/reaction/520560
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Dichloromethane | HCID 6344 | — |
| Edukt | 2,4-Difluorobenzenesulfonyl Chloride | HCID 2734273 | — |
| Edukt | 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine | HCID 59557920 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)benzenesulfonamide | HCID 59564705 | 84,1% |
Reaktionsschritte
To a stirred solution of 2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine (3 g, 12.00 mmol) in pyridine (12 ml), 2,4-difluorobenzenesulfonyl chloride (1.774 ml, 13.19 mmol) was added and the reaction mixture stirred at RT for 2 h. 2 N hydrogen chloride (aq) (20 ml) and dichloromethane (20 ml) were added and the layers separated. The aqueous layer was washed with additional dichloromethane (2×15 ml) and the organic layers combined, dried (hydrophobic frit) and evaporated in vacuo to give a brown oil. There was still some pyridine in the reaction mixture so 2M hydrogen chloride (aq) and dichloromethane (15 ml) were added to extract one more time. The solvent was removed in vacuo to give the title compound as an orange solid (4.3 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09326987B2 |
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| Quelldatensatz | uspto-grants-2016_05 |
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| ORD ID | ord-923df9c1c378497eb81a3305c86623bb |
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| Quellennotiz | uspto-grants-2016_05 |
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