Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 86608327 | HCID 86608327 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86608326 | HCID 86608326 | — |
Reaction Steps
6-(4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-N-methoxy-2-[2-(methylthio)ethoxy]pyrimidine-4-carboxamide (Example 165, 0.10 g, 0.19 mmol) was suspended in DCM (5 ml) and cooled to 0° C. mCPBA (0.067 g, 0.387 mmol, 70%) was added, then the reaction was warmed to room temperature and stirred for 4 h. A further equivalent of mCPBA was added and the mixture was stirred overnight. A solution of sodium sulfite (5%, 3 ml) was added and the layers separated. The aqueous phase was extracted with EtOAc and the combined organic extract was dried over magnesium sulfate and concentrated to give a white solid which was purified by reverse phase chromatography eluting with (20% to 75% acetonitrile in water, 0.1% TFA) affording the title compound (44 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07709503B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-d478327e34d54fa7962616469998f427 |
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| Source note | uspto-grants-2010_05 |
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