Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 23092625 | HCID 23092625 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23092606 | HCID 23092606 | 61% |
Reaction Steps
Phenol (135 mg; 1.43 mmol) and 540 mg (1.66 mol) of cesium carbonate were added to a solution (3 ml) of 84 mg (0.292 mmol) of 3,6-dichloro-N-(4-methyl-thiazole-2-yl)-2-pyridine carboxamide in N,N-dimethylformamide followed by stirring at 120° C. for 24 hours. Aqueous solution (1N) of sodium hydroxide was added to the reaction solution followed by extracting with ethyl acetate. The organic layer was washed with water and a saturated aqueous saline solution, dried and concentrated in vacuo. The resulting residue was purified by a thin-layer silica gel chromatography (hexane:ethyl acetate=4:1) to give 61 mg (yield: 61%) of 3-chloro-6-phenoxy-N-(4-methyl-thiazole-2-yl)-2-pyridine carboxamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08344003B2 |
|---|
| Source dataset | uspto-grants-2013_01 |
|---|
| ORD ID | ord-0a04117002ac4c50b9a7f1aaabe2501b |
|---|
| Source note | uspto-grants-2013_01 |
|---|