HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → 2-(2,6-Dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridine 5-oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | 2-(2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridine | HCID 69671846 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2,6-Dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridine 5-oxide | HCID 69671251 | 89% |
Reaction Steps
To a cooled (0° C.) solution of 2-(2,6-dichlorophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridine (5.4 g, 19.1 mmol) in DCM (100 mL) was added mCPBA (5.2 g, 30.0 mmol). The reaction mixture was stirred for 1.5 hours, warmed to room temperature, and stirred for a further 16 hours. Sodium thiosulfate (sat. aq.) was added and the layers were partitioned. The organic layer was washed with sodium hydrogen carbonate (sat. aq.) and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was triturated with ether to afford the title compound as a beige solid (5.04 g, 89% yield). LCMS (Method C): RT=2.45 min, m/z: 298 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309240B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-4b52b5e051f740bd804f370b0b4268c5 |
| Source note | uspto-grants-2016_04 |