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HRID 341229Erstellt: 25. Oktober 2026

Potassium Carbonate → 7-(4-Fluoro-phenyl)-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/341229

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-Fluorophenylboronic acidHCID 285645—
Edukt7-Chloroimidazo(1,2-a)pyridineHCID 19695901—
LösungsmittelToluene-methanol ethanol waterHCID 68594318—
Produkt7-(4-Fluoro-phenyl)-imidazo[1,2-a]pyridineHCID 5932079983%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 7-chloro-imidazo[1,2-a]pyridine (15.0 g, 98.6 mmol), 4-fluorophenylboronic acid (16.55 g, 118.3 mmol), potassium carbonate (81.5 g, 590 mmol) in toluene-methanol-ethanol-water (1:1:1:1, 800 mL) was degassed with N2 and then bis(tri-tert-butylphosphine)palladium(0) (400 mg) added. The mixture was degassed and then heated to 80° C. for 18 h. The mixture was cooled to ambient, transferred to a separating funnel and the layers separated. The organic portion was reduced under reduced pressure and the residue extracted with dichloromethane. The dichloromethane extracts were washed with water, dried (MgSO4), filtered and concentrated under reduced pressure to afford 17.3 g (83%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 8.22 (1H, d), 7.87 (1H, s), 7.71 (1H, s), 7.69-7.58 (3H, m), 7.20 (2H, t), 7.11 (1H, d).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08895745B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-965f4eff0732487dbdf7d17a47502445
Quellennotizuspto-grants-2014_11