HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2,4-Dichlorophenoxy)Acetic Acid → HCID 24812094, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2,4-Dichlorophenoxy)Acetic Acid | HCID 1486 | — |
| 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 | HCID 24812094 | HCID 24812094 | 71.6% |
Reaction Steps
To solution of (2,4-dichloro-phenoxyacetic acid (0.200 g, 0.9 mmol), 2-amino isonicotinic acid methyl ester (207 mg, 1.36 mmol) and DMAP (0.222 g, 1.81 mmol) in DMF 13 mL was added PyBOP (946 mg, 1.81 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-(2,4-dichloro-phenoxy)-acetylamino]-isonicotinic acid methyl ester as a colorless solid (0.229 g, 71% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-509c1ac13b76441099cb11a0c0b359e9 |
| Source note | uspto-grants-2013_03 |