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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 629620Erstellt: 24. Oktober 2026

Sodium Carbonate → 4-(4-Chlorophenyl)-2-fluoro-5-methylpyridine

https://huagongshe.com/de/reaction/629620

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt4-Chlorophenylboronic acidHCID 74299—
Edukt2-Fluoro-4-iodo-5-methylpyridineHCID 10060052—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelEthanolHCID 702—
LösungsmittelWaterHCID 962—
LösungsmittelTolueneHCID 1140—
Produkt4-(4-Chlorophenyl)-2-fluoro-5-methylpyridineHCID 67225918—

Reaktionsschritte

A mixture of 2-fluoro-4-iodo-5-methylpyridine (1.9 g), 4-chlorophenylboronic acid (1.504 g), tetrakis(triphenylphosphine)palladium(O) (0.463 g), and sodium carbonate (2.55 g) in ethanol (20 mL), water (10 mL) and toluene (10 mL) was heated under reflux for 6 hours. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was separated, and the aqueous layers were extracted with additional ethyl acetate three times. The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel using 5% ethyl acetate in hexanes to give the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09315488B2
Quelldatensatzuspto-grants-2016_04
ORD IDord-ff18ae5ba90d4ef6987b1811c16a1437
Quellennotizuspto-grants-2016_04