HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 76284623, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Trifluoromethoxy)benzyl bromide | HCID 2777254 | — |
| Reactant | 3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide | HCID 136491250 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 76284623 | HCID 76284623 | 1.3% |
Reaction Steps
3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 2; 50 mg, 0.24 mmol), K2CO3 (37 mg, 0.27 mmol) and tetrabutylammonium iodide (9 mg, 0.024 mmol) were taken up in DMF (2.4 mL). 2-(Trifluoromethoxy)benzyl bromide (38 mg, 0.27 mmol) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by high-throughput purification to give 3-[4-(2-trifluoromethoxy-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (1.2 mg, 1.3%). HRMS Calcd. for C18H14F3N2O4 (M+H)+, 379.0900. Found: 379.0987.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296711B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-8d352a2570a244648c49be9cb7087cf0 |
| Source note | uspto-grants-2016_03 |