HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trichlorophenoxyacetic acid | HCID 1480 | — |
| Reactant | 2-Aminoisonicotinamide | HCID 351653 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-isonicotinamide | HCID 58001320 | 41.1% |
Reaction Steps
To solution of (2,4,5-trichloro-phenoxyacetic acid (100 mg, 0.39 mmol), 2-amino isonicotinamide (107 mg, 0.78 mmol) and DMAP (96.22 mg, 0.78 mmol) in DMF 12 ml was added PyBOP (409.7 mg, 0.78 mmol), and stirred room temperature. Reaction mixture was poured onto ice cold water, diluted by methanol/MC mixture (10%). 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 PLC (EtoAC:Hexane:MeOH=3:6:1-2:4:1) to afford 2-[2-(2,4,5-trichloro-phenoxy)-acetylamino]-isonicotinamide as a colorless solid (0.06 g, 41% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-474952af8a0f467a9705947702d17dea |
| Source note | uspto-grants-2013_03 |