Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ammonium cerium (IV) nitrate | HCID 9869224 | — |
| Reactant | HCID 58243875 | HCID 58243875 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58244205 | HCID 58244205 | 51.5% |
Reaction Steps
Acetonitrile (25 ml) and water (8.3 ml) were added to 5-{5-[1-(2,4-difluorophenoxy)-1-methylethyl]-4-methyl-4H-1,2,4-triazol-3-yl}-2-(4-methoxybenzyl)isoindolin-1-one (629 mg), and cerium (IV) ammonium nitrate (1.71 g) was added thereto, followed by stirring at room temperature for 2 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate, the organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:20% methanol-chloroform solution=100:0 to 0:100), the solvent was evaporated under reduced pressure, and the residue was solidified with 2-propanol:diisopropylether (1:1) to obtain, as a colorless powdery solid, 5-{5-[1-(2,4-difluorophenoxy)-1-methylethyl]-4-methyl-4H-1,2,4-triazol-3-yl}isoindolin-1-one (247 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08377923B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-6b0f284062504ec296cd1291e761f99f |
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| Source note | uspto-grants-2013_02 |
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