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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1945433Erstellt: 26. Oktober 2026

Ethyl Acetate → 2-[2-(4-Bromo-2-chloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester

https://huagongshe.com/reaction/1945433

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktMethyl 2-aminopyridine-4-carboxylateHCID 236984—
Edukt2-(4-Bromo-2-chlorophenoxy)acetic acidHCID 693157—
EduktPyBOPHCID 2724699—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[2-(4-Bromo-2-chloro-phenoxy)-acetylamino]-isonicotinic acid methyl esterHCID 2481209656%

Reaktionsschritte

To solution of (4-bromo-2-chloro-phenoxyacetic acid (100 mg, 0.378 mmol), 2-amino isonicotinic acid methyl ester (86.42 mg, 0.568 mmol) and DMAP (69.43 mg, 0.568 mmol) in DMF 2 mL was added PyBOP (295 mg, 0.568 mmol) at room temperature. Reaction mixture was stirred at room temperature. Resulting mixture poured onto ice cold water, was diluted by ethyl acetate. The organic phase was separated, sequentially washed with aqueous sodium bicarbonate, brine and water, dried over anhydrous MgSO4, and concentrated. The residue was purified by flash silica gel column chromatography (EtoAC:Hexane=1:9˜4:6) to give 2-[2-(4-bromo-2-chloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a colorless solid (0.084 g, 56% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08394799B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-f6c65c6971ce41d794aeffbb4f7fb94f
Quellennotizuspto-grants-2013_03