HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Phenylenediamine → HCID 59028486, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Pyrazole-5-carboxylic acid, 3-phenyl- | HCID 121025 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59028486 | HCID 59028486 | 38% |
Reaction Steps
EDCI (288 mg, 1.5 mmol) was added to a solution of 1,2-diaminobenzene (0.141 g, 1.31 mmol), 3-phenyl-1H-pyrazole-5-carboxylic acid (188 mg, 1.0 mmol) and HOBT (203 mg, 1.5 mmol) in anhydrous DMF (5 mL). The reaction was stirred under nitrogen at room temperature. After twelve hours the reaction was concentrated in vacuo and precipitated from methanol with a small amount of water. The solid was collected by vacuum filtration and further purified on reverse phase HPLC using water-acetonitrile gradient (0.1% TFA) to provide the corresponding amide (60 mg, 38% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710038B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-62078163068f47c1b900a24054c6e75b |
| Source note | uspto-grants-2014_04 |