HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 16667230, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Bromo-3-fluorobenzoic acid | HCID 2773341 | — |
| Reactant | (Dimethyl-1,2-oxazol-4-yl)methanamine | HCID 11018874 | — |
| Reactant | 4-Bromo-N-(3,5-dimethyl-isoxazol-4-ylmethyl)-3-fluoro-benzamide | HCID 69304057 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16667230 | HCID 16667230 | 69% |
Reaction Steps
4-Bromo-N-(3,5-dimethyl-isoxazol-4-ylmethyl)-3-fluoro-benzamide. To a mixture of 4-bromo-3-fluoro-benzoic acid (3.0 mmol) and DMF (0.10 mL) in DCE (10 mL) was added (COCl)2 (4.0 mL) dropwise. After 30 min, the mixture was concentrated and dried under vacuum. The residue was dissolved in DCE (20 mL), treated with C-(3,5-dimethyl-isoxazol-4-yl)-methylamine (3.0 mmol) and TEA (8.0 mmol), and stirred at rt for 16 h. The mixture was treated with H2O (10 mL). The resulting precipitate was collected by filtration to give the title compound (650 mg, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183239B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-10aa7b6ad7d0451c86b4cf2781b44f7c |
| Source note | uspto-grants-2012_05 |