HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2310Erstellt: 24. Oktober 2026
Hydrochloric Acid → N-{5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide
https://huagongshe.com/de/reaction/2310
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide | HCID 11026374 | — |
| Edukt | 2-Chloro-5-(methylthio)pyrimidine | HCID 21979532 | — |
| Lösungsmittel | Dimethylacetamide | HCID 31374 | — |
| Produkt | N-{5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide | HCID 11071742 | 83,6% |
Reaktionsschritte
To a solution of N-[5-bromo-6-(2-hydroxyethoxy)pyrimidin-4-yl]-4-tert-butylbenzenesulfonamide (3.10 g) in dimethylacetamide (30 ml) is added sodium hydride (60% dispersion-type, 720 mg), and the mixture is stirred at room temperature for 30 minutes. To the mixture is added 2-chloro-5-methylthiopyrimidine (1.51 g), and the mixture is stirred at room temperature overnight. The reaction solution is treated with 10% hydrochloric acid and saturated ammonium chloride solution, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and recrystallized from hexane/ethyl acetate to give N-{5-bromo-6-[2-(5-methylthiopyrimidin-2-yloxy)ethoxy]pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide (3.34 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05728706 |
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| Quelldatensatz | uspto-grants-1998_03 |
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| ORD ID | ord-b4685538e6b8446fb9eabb0b5495e015 |
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| Quellennotiz | uspto-grants-1998_03 |
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