HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178507511, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 131731355 | HCID 131731355 | — |
| Product | HCID 178507511 | HCID 178507511 | 10% |
Reaction Steps
1-[3-(Dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 0.377 g, 1.97 mmol) was added to a solution of 1,2-diaminobenzene (0.141 g, 1.31 mmol), 5-[2[(4-hydroxyphenyl)-vinyl]-2H-pyrazol-3-carboxylic acid (0.301 g, 1.31 mmol) and HOBt (0.266 g, 1.97 mmol) in anhydrous DMF (7 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 (44 mg, 10% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710038B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-34bae3567f114d8b9311d3dbd8b8f704 |
| Source note | uspto-grants-2014_04 |