Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1405756Erstellt: 26. Oktober 2026

Ethyl Acetate → 3-[6-(Cyclohexyloxy)pyridin-3-yl]pyrazin-2-amine

https://huagongshe.com/reaction/1405756

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium CarbonateHCID 10340—
Edukt2-Amino-3-chloropyrazineHCID 276224—
EduktB-[6-(cyclohexyloxy)-3-pyridinyl]Boronic acidHCID 66747855—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt3-[6-(Cyclohexyloxy)pyridin-3-yl]pyrazin-2-amineHCID 6674856179,6%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Tetrakis(triphenylphosphine)palladium(0) (53.5 mg) was added to a suspension of 3-chloropyrazin-2-amine (200 mg), 6-(cyclohexyloxy)pyridin-3-ylboronic acid (375 mg) and sodium carbonate (327 mg) in DME (5 mL) and water (1 mL) and the mixture was stirred at 90° C. under nitrogen for 3 hr. Water and EtOAc were added and the organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) and washed with IPE to give the title compound (332 mg) as brown gum.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08916551B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-473a27819fb8405187d912227e18a24e
Quellennotizuspto-grants-2014_12