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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 930443Erstellt: 23. Oktober 2026

Toluene → 5-Chloropyrido[3,4-b]pyrazin-2(1H)-one

https://huagongshe.com/de/reaction/930443

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktEthyl oxoacetateHCID 70211—
Edukt2-Chloropyridine-3,4-diamineHCID 285736—
LösungsmittelEthanolHCID 702—
Produkt5-Chloropyrido[3,4-b]pyrazin-2(1H)-oneHCID 86715742—

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

A suspension 2-chloropyridine-3,4-diamine (2.5 g, 17.41 mmol) and a 50% solution of ethyl glyoxalate in toluene (3.45 mL, 17.41 mmol) in ethanol (34.8 mL) was stirred at reflux for 24 hours. The solution was cooled to −20° C. for 16 hours, and the resulting precipitate was collected by vacuum filtration and rinsed with ethanol. The crude product was purified via reverse-phase HPLC, eluting with 5-50% acetonitrile/0.1% trifluoroacetic acid in water/0.1% TFA, to afford the title compound (570 mg, 3.14 mmol). MS m/z=182 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09296734B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-720f5dcaf5bc45448e7957b61be0d748
Quellennotizuspto-grants-2016_03