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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 46362Erstellt: 24. Oktober 2026

Sodium Carbonate → 2-(2-Aminopyridin-4-yl)-4-chlorophenol

https://huagongshe.com/de/reaction/46362

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt1,4-DioxaneHCID 31275—
Edukt2-Amino-4-bromopyridineHCID 693282—
Edukt(5-Chloro-2-hydroxyphenyl)boronic Acid (contains varying amounts of Anhydride)HCID 23005362—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(2-Aminopyridin-4-yl)-4-chlorophenolHCID 136063619109,7%

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

5-chloro-2-hydroxyphenylboronic acid (200 mg, 1 mmol), 2-amino-4-bromopyridine (220 mg, 1.3 mmol), sodium carbonate (490 mg, 4.6 mmol), and tetrakis(triphenylphosphine)palladium (0) (130 mg, 0.12 mmol) were all placed in a round bottom flask and 1,4-dioxane (3 mL) and water (1 mL) were added. The mixture was heated to 85° C. for 2 hours. The mixture was cooled to room temperature and diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted with ethyl acetate (1×). The combined extracts were dried over anhydrous magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography (12 g silica gel column, 0-100% v/v ethyl acetate/hexanes gradient elution) to afford the title compound (242 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541588B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-304f70f0a6b34a218d0d0242ec2fd6cb
Quellennotizuspto-grants-2013_09