HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178505717, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 5-(2,6-difluorophenyl)-1H-indazole | HCID 67959922 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178505717 | HCID 178505717 | 45% |
Reaction Steps
To a solution of 5-(2,6-difluoro-phenyl)-1H-indazole (1 g, 4.35 mmol) in DMF (13 ml) were added KOH (488 mg, 8.7 mmol) and NBS (1.15 g, 6.48 mmol) at RT. The reaction mixture was stirred for 2 h at RT. Water was added to the reaction mixture and extracted with EtOAc (2×20 ml). Combined organic layers were washed with brine and dried over Na2SO4. The organic layer was concentrated and purified by column using silica (100-200 mesh) and 0-15 EtOAc-hexane to provide 3-bromo-5-(2,6-difluoro-phenyl)-1H-indazole (600 mg, 45% yield). MS (ESI, pos. ion) m/z: 306.9 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090593B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-634020c401da404aadfc5a06a63a2a03 |
| Source note | uspto-grants-2015_07 |