HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Magnesium Nitrate Hexahydrate | HCID 202877 | — |
| Reactant | Potassium Permanganate | HCID 516875 | — |
| Reactant | 4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]isoindolin-1-one | HCID 73335119 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[5-[3-Fluoro-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazol-3-yl]isoindoline-1,3-dione | HCID 73335215 | — |
Reaction Steps
40 mg (0.09 mmol) of the compound from example 7 are absorbed in 1 ml acetone and mixed with 1 ml water, 74 mg (0.29 mmol) magnesium nitrate hexahydrate and 32 mg (0.20 mmol) potassium permanganate. The reaction mixture is stirred for 24 hours at room temperature, diluted with 5 ml acetonitrile and filtered through a Millipore filter. The filtrate is extracted twice with dichloromethane and the combined organic phases washed with a saturated sodium chloride solution, dried using sodium sulfate, filtered and evaporated under vacuum until dryness. The residue is recrystallized from acetonitrile. This produces 14 mg (25% of theoretical yield, 75% purity) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249148B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-151a916c2f26487e9157e637ed06ae61 |
| Source note | uspto-grants-2016_02 |