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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1622691Erstellt: 25. Oktober 2026

Ethyl Acetate → 3-[6-(Cyclohexyloxy)pyridin-3-yl]-5-methylpyrazin-2-amine

https://huagongshe.com/reaction/1622691

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium CarbonateHCID 10340—
Edukt3-Chloro-5-methylpyrazin-2-amineHCID 15149676—
EduktB-[6-(cyclohexyloxy)-3-pyridinyl]Boronic acidHCID 66747855—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt3-[6-(Cyclohexyloxy)pyridin-3-yl]-5-methylpyrazin-2-amineHCID 6674875585,6%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Tetrakis(triphenylphosphine)palladium(0) (48.3 mg) was added to a suspension of 3-chloro-5-methylpyrazin-2-amine (200 mg), 6-(cyclohexyloxy)pyridin-3-ylboronic acid (339 mg) and sodium carbonate (295 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) to give the title compound (339 mg) as light brown gum.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08778934B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-3ef52006a8494aedad93a1fd43d03a7e
Quellennotizuspto-grants-2014_07