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HRID 1677379Erstellt: 25. Oktober 2026

Potassium Carbonate → 2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine

https://huagongshe.com/reaction/1677379

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1,4-DioxaneHCID 31275—
Edukt3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
Edukt2-bromo-5H-pyrrolo[2,3-b]pyrazineHCID 25067308—
LösungsmittelWaterHCID 962—
Produkt2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazineHCID 5954068589%

Reaktionsbedingungen

Temperatur110 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08008298B2
Quelldatensatzuspto-grants-2011_08
ORD IDord-0c4f7b652f264d0f9abc077187cf815b
Quellennotizuspto-grants-2011_08