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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 347699Erstellt: 25. Oktober 2026

Sodium Carbonate → 4-(3-Trifluoromethylimidazo[1,2-b][1,2,4]triazin-7-yl)-[2,4']bipyridinyl

https://huagongshe.com/reaction/347699

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(Pyridin-4-yl)boronic acidHCID 2734379—
Edukt2-[4-(3-Trifluoromethylimidazo[1,2-b][1,2,4]triazin-7-yl)pyridin-2-yl]-benzonitrileHCID 9907172—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt4-(3-Trifluoromethylimidazo[1,2-b][1,2,4]triazin-7-yl)-[2,4']bipyridinylHCID 1004298324,8%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 7-(2-chloropyridin-4-yl)-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.10 g, 0.33 mmol) (prepared as described in Example 1), pyridine-4-boronic acid (50 mg, 0.40 mmol) and sodium carbonate (600 μl of a 2 M solution) in 1,4-dioxane (3 ml) was degassed by bubbling nitrogen through for 20 min. Tetrakis(triphenylphosphine)palladium(0) (50 mg, 0.04 mmol) was added and the mixture heated at 90° C. for 4 h. Solvent was removed in vacuo from the mixture and the residue partitioned between dichloromethane (50 ml) and water (30 ml). The organic layer was washed with saturated brine then dried (MgSO4), filtered and evaporated in vacuo. Purification by chromatography (silica gel, 5% MeOH/CH2Cl2) gave 28 mg of the title compound as a yellow solid: 1H NMR (400 MHz, CDCl3) δ 7.98–7.99 (2H, m), 8.06 (1H, dd, J 1.6, 5.1), 8.59 (1H, s), 8.79–8.84 (3H, m), 8.94 (1H, dd, J 0.8, 4.3), 8.95 (1H, s); MS (ES+) m/z 343 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07176203B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-adcf6c22613d4ec89aa12868dce46666
Quellennotizuspto-grants-2007_02