HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 4-[4-(Diethylcarbamoyl-phenyl-methyl)-piperazin-1-yl]-N-(3,5-dimethyl-isoxazol-4-ylmethyl)-3-fluoro-benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | 4-Bromo-3-fluorobenzoic acid | HCID 2773341 | — |
| Edukt | (Dimethyl-1,2-oxazol-4-yl)methanamine | HCID 11018874 | — |
| Edukt | 4-Bromo-N-(3,5-dimethyl-isoxazol-4-ylmethyl)-3-fluoro-benzamide | HCID 69304057 | — |
| Lösungsmittel | 1,2-Dichloroethane | HCID 11 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-[4-(Diethylcarbamoyl-phenyl-methyl)-piperazin-1-yl]-N-(3,5-dimethyl-isoxazol-4-ylmethyl)-3-fluoro-benzamide | HCID 16667230 | 69% |
Reaktionsschritte
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%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08183239B2 |
| Quelldatensatz | uspto-grants-2012_05 |
| ORD ID | ord-10aa7b6ad7d0451c86b4cf2781b44f7c |
| Quellennotiz | uspto-grants-2012_05 |