Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Aminophenol | HCID 403 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | Antipyric acid | HCID 246564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 72734373 | HCID 72734373 | 52.5% |
Reaction Steps
To a mixture of 4-aminophenol (1.09 g, 10 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (2.37 g, 10.2 mmol) in DCM (30 mL) was added EDCI (2.3 g, 12 mmol) and HOAT (0.27 g, 2 mmol). The mixture was stirred at 46° C. for 4 hours, then cooled to rt and diluted with EtOAc (10 mL) and water (10 mL). The mixture was stirred at rt for 1 hour, then filtered to give the title compound as a white solid (1.7 g, 52.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08969388B1 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-ad0a1bfc90334993a3a11a249387bfbb |
|---|
| Source note | uspto-grants-2015_03 |
|---|
