HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1677400Erstellt: 26. Oktober 2026
4-Toluenesulfonyl chloride → 7-iodo-5-(toluene-4-sulfonyl)-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine
https://huagongshe.com/reaction/1677400
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 7-iodo-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine | HCID 59540518 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 7-iodo-5-(toluene-4-sulfonyl)-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine | HCID 59540744 | 94,3% |
Reaktionsschritte
7-Iodo-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine (371 mg, 0.9 mmol) was suspended in 5 ml of THF and cooled to 0° C. in an ice bath. Sodium hydride, 60% dispersion in mineral oil (43 mg, 1.08 mmol) was added and the suspension was stirred for 20 minutes. 4-Methyl-benzenesulfonyl chloride (189 mg, 0.99 mmol) was added, the ice bath was removed, and the reaction was stirred at room temperature for 3 hours. The solvent was evaporated on a rotary evaporator. The residue was triturated with 1M potassium hydroxide. The solid was filtered, washed with water, and dried to yield 480 mg of 7-iodo-5-(toluene-4-sulfonyl)-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine which was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08008298B2 |
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| Quelldatensatz | uspto-grants-2011_08 |
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| ORD ID | ord-7e90248477c94ec6b75bddd8661369fe |
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| Quellennotiz | uspto-grants-2011_08 |
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