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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69945Erstellt: 23. Oktober 2026

2-Methoxyethanol → 3-(2-Methoxyethoxy)-5-bromopyrazin-2-amine

https://huagongshe.com/de/reaction/69945

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-MethoxyethanolHCID 8019—
EduktSodium hydrideHCID 24758—
Edukt2-Amino-3,5-dibromopyrazineHCID 620004—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(2-Methoxyethoxy)-5-bromopyrazin-2-amineHCID 59252072—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A flame-dried round bottom flask was charged with a suspension of 95% NaH (1.3 eq) in anhydrous THF (0.2 M). The stirring mixture was cooled to 0° C. in an ice-water bath and 2-methoxyethanol (1.2 eq) was added drop wise via syringe. After 30 min 3,5-dibromopyrazin-2-amine (1 eq) was added, the reaction was warmed to rt and stirred for 3 h. The crude mixture was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic phases were washed once each with H2O and brine, then dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give 5-bromo-3-(2-methoxyethoxy)pyrazin-2-amine. LC/MS (m/z): 250.0 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822497B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-852db8fd222a419190042c82bd509934
Quellennotizuspto-grants-2014_09