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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 880261Erstellt: 24. Oktober 2026

2-Bromopyridine → 2-(Pyridin-2-YL)benzoic acid

https://huagongshe.com/de/reaction/880261

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-BromopyridineHCID 7973—
EduktPotassium CarbonateHCID 11430—
Edukt2-(Dihydroxyboranyl)benzoic acidHCID 2733985—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt2-(Pyridin-2-YL)benzoic acidHCID 1573317542,9%

Reaktionsbedingungen

Temperatur125 °C

Reaktionsschritte

A mixture of 2-boronobenzoic acid (400 mg, 2.4 mmol), 2-bromopyridine (416 mg, 2.6 mmol), K2CO3 (994 mg, 7.2 mmol) and Pd(dppf)Cl2 (20 mg) in dioxane (8 mL) and H2O (2 mL) was stirred at 125° C. for 30 min. under microwave heating under N2. The catalyst was filtered, and the filtrate was acidified with 2N HCl to pH 5˜6. The solution was concentrated, and the residue was dissolved in MeOH and filtered. The filtrate was concentrated, and the residue was purified by prep-TLC to give the title compound (205 mg, Yield 42.9%). LCMS (m/z): 200.0 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993555B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-9c80a45b87834459a401f8590f85ee4e
Quellennotizuspto-grants-2015_03