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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1405754Erstellt: 25. Oktober 2026

Ethyl Acetate → 6'-(Cyclohexyloxy)-5-fluoro-3,3'-bipyridin-2-amine

https://huagongshe.com/reaction/1405754

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktSodium CarbonateHCID 10340—
Edukt3-Bromo-5-fluoropyridin-2-amineHCID 16126434—
EduktB-[6-(cyclohexyloxy)-3-pyridinyl]Boronic acidHCID 66747855—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt6'-(Cyclohexyloxy)-5-fluoro-3,3'-bipyridin-2-amineHCID 6674884193,1%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Tetrakis(triphenylphosphine)palladium(0) (36.3 mg) was added to a suspension of 3-bromo-5-fluoropyridin-2-amine (200 mg), 6-(cyclohexyloxy)pyridin-3-ylboronic acid (255 mg) and sodium carbonate (222 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 (280 mg) as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08916551B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-e3fc5272606a4ade93e7d1678a58fd9f
Quellennotizuspto-grants-2014_12