HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trichlorophenoxyacetic acid → 2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trichlorophenoxyacetic acid | HCID 1480 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Methyl 2-aminopyridine-4-carboxylate | HCID 236984 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester | HCID 24812095 | 24.45% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-dd5790bf973b45f2954d627f426d14e2 |
| Source note | uspto-grants-2013_03 |