HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-[2-(4-Bromo-phenoxy)-acetylamino]-isonicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | p-Bromophenoxyacetic acid | HCID 74657 | — |
| Reactant | 2-Aminoisonicotinamide | HCID 351653 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[2-(4-Bromo-phenoxy)-acetylamino]-isonicotinamide | HCID 58001340 | 55.1% |
Reaction Steps
To solution of (4-bromo-phenoxy)-acetic acid (100 mg, 0.43 mmol), 2-amino isonicotinamide (89.39 mg, 0.65 mmol) and DMAP (106 mg, 0.86 mmol) in DMF 5 ml was added PyBOP (452 mg, 0.86 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-(4-bromo-phenoxy)-acetylamino]-isonicotinamide as a colorless solid (0.083 g, 55% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394799B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-c3dbf0970dbc4ba285fd1a4292ccaf6a |
| Source note | uspto-grants-2013_03 |