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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 250123Erstellt: 26. Oktober 2026

Sodium Carbonate → 2-Methoxy-[3,4'-bipyridin]-2'-amine

https://huagongshe.com/reaction/250123

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Amino-4-bromopyridineHCID 693282—
Edukt(2-Methoxypyridin-3-yl)boronic acidHCID 2762709—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Methoxy-[3,4'-bipyridin]-2'-amineHCID 5095728693,9%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

To 4-bromopyridin-2-amine (0.5 g, 2.8 mmol), 2-methoxypyridin-3-ylboronic acid (0.52 g, 3.4 mmol) in DMF (25 mL) was added 1N sodium carbonate (10 mL, 2.3 mmol), followed by 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (0.21 g, 0.26 mmol). The reaction mixture was stirred for 3 hours at 85° C. and then cooled to room temperature. The product was extracted with ethyl acetate (2×50 mL), dried with MgSO4, filtered, and concentrated in vacuo. The crude product was purified by chromotography (Biotage: 100 to 90/10% ethyl acetate-ethyl acetate/methanol) to yield 2-methoxy-3,4′-bipyridin-2′-amine (0.53 g, 2.63 mmol, 93% yield) as a brown powder. The product was taken directly to the next step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863291B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-a3e2247148e14db7a13681de1b3ce2c7
Quellennotizuspto-grants-2011_01