HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-[3-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-2,6-difluoro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 2,6-Difluorobenzoic acid | HCID 9796 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 178508052 | HCID 178508052 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[3-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-2,6-difluoro-benzamide | HCID 178522420 | 24% |
Reaction Steps
A mixture of 2,6-difluorobenzoic acid (43 mg, 0.28 mmol), 3-(1H-benzimidazol-2-yl)-1H-pyrazol-4-ylamine (50 mg, 0.25 mmol), EDC (58 mg, 0.30 mmol) and HOBt (40.5 mg, 0.30 mmol) in DMF (10 ml) was stirred at ambient temperature for 24 h. The mixture was reduced in vacuo, water (30 ml) added and the resultant solid collected by filtration, dried in the vacuum oven and purified by flash column chromatography [SiO2, EtOAc-petrol (1:2, 1:1, 3:1)] affording N-[3-(1H-benzimidazol-2-yl)-1H-pyrazol-4-yl]-2,6-difluoro-benzamide (20 mg, 24%). (LC/MS: Rt 3.29, [M+H]+ 339.64).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977477B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-bc4a8e59b1764704be0851248f93f47d |
| Source note | uspto-grants-2011_07 |