HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanuric chloride → 7-Difluoromethoxy-2-methoxymethylbenzofuran-4-carboxylic acid (3,5-dimethylisoxazol-4-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanuric chloride | HCID 7954 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Amino-3,5-dimethylisoxazole | HCID 182040 | — |
| Reactant | 7-Difluoromethoxy-2-methoxymethylbenzofuran-4-carboxylic acid | HCID 18423643 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 7-Difluoromethoxy-2-methoxymethylbenzofuran-4-carboxylic acid (3,5-dimethylisoxazol-4-yl)-amide | HCID 10133477 | 28.8% |
Reaction Steps
Cyanuric chloride (19 mg) and triethylamine (0.05 ml) were added to a stirred solution of 7-difluoromethoxy-2-methoxymethylbenzofuran-4-carboxylic acid (85 mg) in dry dichloromethane at room temperature under a dry nitrogen atmosphere. After stirring for 20 minutes 3,5-dimethylisoxazol-4-ylamine (42 mg) was added and the reaction left overnight. The reaction was mixture was preadsorbed onto silica. Purification by column chromatography on silica eluting with 30% ethyl acetate in hexane gave the title compound as a cream solid (33 mg)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06455561B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-de8416fb1cb1469799b77a1ea970b8a3 |
| Source note | uspto-grants-2002_09 |