HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1677379Erstellt: 25. Oktober 2026
Potassium Carbonate → 2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine
https://huagongshe.com/reaction/1677379
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 3,4,5-Trimethoxybenzeneboronic acid | HCID 2734390 | — |
| Edukt | 2-bromo-5H-pyrrolo[2,3-b]pyrazine | HCID 25067308 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine | HCID 59540685 | 89% |
Reaktionsschritte
A flask was charged with 2-bromo-5H-pyrrolo[2,3-b]pyrazine (9.5 g, 48 mmol), 3,4,5-trimethoxyphenylboronic acid (13.22, 62 mmol), and K2CO3 (19.9, 144 mmol). Dioxane (213 ml) and water (71 ml) were added, and the solution was vacuum degassed under argon. [1,1′-bis(Diphenylphosphino)ferrocene]dichloro-palladium(ll) (3.92 g, 4.8 mmol) was added, and the reaction mixture was refluxed (110° C.) overnight. The reaction mixture was filtered through a plug of celite using dichloromethane, and the filtrate was concentrated giving a black oil. The oil was purified by silica gel chromatography using 5%-60% EtOAc in hexanes as eluant to provide 12.12 g (89%) of 2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine.
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-0c4f7b652f264d0f9abc077187cf815b |
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| Quellennotiz | uspto-grants-2011_08 |
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