Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 70663176 | HCID 70663176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 70663407 | HCID 70663407 | — |
Reaction Steps
To an ice-cold solution of N-(4-(4-fluoro-2-methoxyphenyl)pyridin-3-yl)-N-methyl-3-(2-(sulfamoylamino)ethylthio)-5-(trifluoromethyl)benzamide (0.058 g, 104 μmol, example 261) in MeOH (2 mL) and water (0.5 mL) was added oxone (160 mg, 260 μmol) and the white suspension was stirred at room temperature for 3.5 hours. The reaction mixture was poured on 10% aqueous Na2S2O3 solution and EtOAc and the layers were separated. The aqueous layer was extracted twice with EtOAc. The organic layers were washed once with brine, dried over MgSO4, filtered, treated with silica gel and evaporated. The crude product was purified by preparative HPLC (Gemini NX column) using a gradient of MeOH:water (containing 0.1% formic acid) (20:80 to 98:2). Colorless solid (0.047 g; 76%). MS (ESI): m/z=591.10 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987307B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-636009dc9ee54c03be0b986fb4a4ea76 |
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| Source note | uspto-grants-2015_03 |
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