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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 271643Erstellt: 26. Oktober 2026

Sodium Carbonate → 5-(4-Chlorophenyl)pyridin-2-amine

https://huagongshe.com/reaction/271643

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Amino-5-bromopyridineHCID 70622—
Eduktp-Chlorophenylboric acidHCID 17810664—
LösungsmittelMethanolHCID 887—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-(4-Chlorophenyl)pyridin-2-amineHCID 13242644—

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

300 mL (600 mmol) of a 2 M Na2CO3 solution and 3.45 g (3.0 mmol) tetrakis-triphenylphosphane-palladium are added successively to a solution of 53.5 g (300 mmol) 2-amino-5-bromopyridine and 50.0 g (313 mmol) 4-chlorophenylboric acid in 1.0 L 1,4-dioxane and 250 mL methanol under argon. The reaction mixture is stirred for 2.5 h at 110° C. The solvent is eliminated i.vac., the residue is taken up in EtOAc and water. The organic phase is dried over Na2SO4 and the solvent is eliminated i.vac. Further purification is carried out by column chromatography on silica gel (gradient: DCM to DCM/MeOH 20:1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07452911B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-80e0d4f23fad482f85ed42d47a9067e4
Quellennotizuspto-grants-2008_11