HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → N-(3,4,5-Trimethoxyphenyl)-3-(5-methyl-3-(2,6-difluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 3-(2,6-Difluorophenyl)-5-methylisoxazole-4-carboxylic acid | HCID 18756250 | — |
| Reactant | 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide | HCID 18756260 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(3,4,5-Trimethoxyphenyl)-3-(5-methyl-3-(2,6-difluoro-phenyl)isoxazol-4-oyl)aminophenyl Acetamide | HCID 60083764 | 53% |
Reaction Steps
4-Carboxy-5-methyl-3-(2,6-difluorophenyl)isoxazole (0.120 g, 0.50 mmol), 2-(3-aminophenyl)-N-(3,4,5-trimethoxyphenyl)acetamide (0.174 g, 0.55 mmol), EDCI (0.161 g, 1.00 mmol), DMAP (0.012 g, 0.10 mmol), and dichloromethane (5 ml) were allowed to react for 16 h in a fashion similar to that for example 5. Column chromatography (silica gel, hexanes/ethyl acetate gradient) afforded the title compound (0.142 g, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06670373B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-5fa21f89bd914bdea8af2bf39e21c609 |
| Source note | uspto-grants-2003_12 |