HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(3,4,5-Trimethoxyphenyl) 3-(5-Methyl-3-(2-fluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HCID 18756260 | HCID 18756260 | — |
| Reactant | Methyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylate | HCID 18756272 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3,4,5-Trimethoxyphenyl) 3-(5-Methyl-3-(2-fluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide | HCID 59119375 | 62% |
Reaction Steps
To a solution of 4-methoxycarbonyl-5-methyl-3-(2-fluorophenyl)isoxazole (1.00 g, 4.52 mmol) in CH2Cl2 (30 ml) was added EDCI (1.51 g, 9.04 mmol), DMAP (0.11 g, 0.90 mmol), and 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide (1.70 g, 5.42 mmol). The reaction was allowed to stir for 6 h then applied to a silica gal column eluting first CH2Cl2 with followed by 10% acetone in CH2Cl2 to give the title compound (1.44 g, 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670373B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-64a2ecb7eb564e76a9891605b47c3b09 |
| Source note | uspto-grants-2003_12 |