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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945432Generated: October 25, 2026

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

https://huagongshe.com/reaction/1945432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrichlorophenoxyacetic acidHCID 1480—
ReactantEthyl AcetateHCID 8857—
ReactantMethyl 2-aminopyridine-4-carboxylateHCID 236984—
ReactantPyBOPHCID 2724699—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
Product2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl esterHCID 2481209524.45%

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-dd5790bf973b45f2954d627f426d14e2
Source noteuspto-grants-2013_03