HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 76284624, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(Chloromethyl)-2-iodobenzene | HCID 101064 | — |
| Reactant | 3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide | HCID 136491250 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 76284624 | HCID 76284624 | 1.4% |
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-Iodobenzyl chloride (61 mg, 0.24 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-iodo-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (1.4 mg, 1.3%). HRMS Calcd. for C17H14IN2O3 (M+H)+, 421.0044. Found: 421.0040.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296711B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-b7e49a119979484b83c211f5a1a17a57 |
| Source note | uspto-grants-2016_03 |