Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15946Erstellt: 26. Oktober 2026

Methanol → 2-(4-Bromo-2-fluorophenylamino)-6-oxo-1,6-dihydropyridine-3-carboxylic acid

https://huagongshe.com/reaction/15946

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktSodium MethoxideHCID 10942334—
Edukt2-(4-Bromo-2-fluorophenylamino)-6-methoxy-nicotinic acid methyl esterHCID 66673473—
Edukt2-(4-Bromo-2-fluorophenylamino)-6-chloro-nicotinic acid methyl esterHCID 86672324—
LösungsmittelAcetic AcidHCID 176—
Produkt2-(4-Bromo-2-fluorophenylamino)-6-oxo-1,6-dihydropyridine-3-carboxylic acidHCID 5763682388%

Reaktionsbedingungen

Temperatur62.5 °C

Reaktionsschritte

Preparation of 2-(4-bromo-2-fluorophenylamino)-6-methoxynicotinic acid methyl ester: To a mixture of 2-(4-bromo-2-fluorophenylamino)-6-chloronicotinic acid methyl ester (2.00 g, 5.56 mmol) and sodium methoxide (0.791 g, 13.9 mmol) was added MeOH (50 mL) to give a slurry that was stirred at 60-65° C. for 16 hours under N2. Additional sodium methoxide (0.791 g, 13.9 mmol) was added and the reaction mixture was allowed to stir another 3 days at 60-65° C. The reaction mixture was cooled to room temperature and glacial acetic acid was added dropwise until the pH was 7. The resulting suspension was filtered and washed with H2O to yield a pink solid that was collected and dried under vacuum to yield 1.74 g (88%) pure desired product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732616B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-1e18638112c1461f96d82c3c6b6c59c4
Quellennotizuspto-grants-2010_06