HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → N-(3,4,5-Trimethoxyphenyl)-3-(5-hexyl-3-(2-chloro-6-fluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide | HCID 18756260 | — |
| Reactant | 4-Carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole | HCID 18756270 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | N-(3,4,5-Trimethoxyphenyl)-3-(5-hexyl-3-(2-chloro-6-fluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide | HCID 60083760 | 65% |
Reaction Steps
4-Carboxy-5-hexyl-3-(2,6-difluorophenyl)isoxazole (150 mg, 0.46 mmol), 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide (160 mg, 0.51 mmol), EDCI (150 mg, 0.78 mmol), DMAP (12 mg, 0.10 mmol) were reacted in CH2Cl2 (5 ml) for 19 h then applied to a silica gel column. Elution with hexanes/EtOAc (gradient) gave the title compound (185 mg, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670373B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-0c23cbdf6bb343ec81f702546cce21aa |
| Source note | uspto-grants-2003_12 |