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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1945432Erstellt: 27. Oktober 2026

Trichlorophenoxyacetic acid → 2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester

https://huagongshe.com/reaction/1945432

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrichlorophenoxyacetic acidHCID 1480—
EduktEthyl AcetateHCID 8857—
EduktMethyl 2-aminopyridine-4-carboxylateHCID 236984—
EduktPyBOPHCID 2724699—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl esterHCID 2481209524,45%

Reaktionsschritte

To solution of (2,4,5-trichloro-phenoxy)-acetic acid (150 mg, 0.59 mmol), 2-amino isonicotinic acid methyl ester (179 mg, 1.18 mmol) and DMAP (144 mg, 1.18 mmol) in DMF 13 mL was added PyBOP (614 mg, 1.18 mmol) at room temperature. Reaction mixture was stared 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=1:1) to give 2-[2-(2,4,5-trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a colorless solid (0.056 g, 24.45% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08394799B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-dd5790bf973b45f2954d627f426d14e2
Quellennotizuspto-grants-2013_03