Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 23114725 | HCID 23114725 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23114651 | HCID 23114651 | 26% |
Reaction Steps
To a methanol (6 ml) solution of 5-chloro-2-[(2,5-difluorophenyl-4-pyridylmethyl)thio]pyridine (239 mg, 0.68 mmol) was added a water (12 ml) solution of Oxone (potassium peroxymonosulfate compound, 2 KHSO5.KHSO4.K2SO4) (631 mg, 1.03 mmol) at 0° C. After stirring at room temperature for 3 days, to the reaction mixture was added dichloromethane and the mixture was washed with a saturated aqueous solution of sodium bicarbonate. The organic layer was dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by preparative high performance liquid chromatography (using a mixed solvent of water/acetonitrile/formic acid). The resulting solid was washed with hexane/diisopropyl ether and then, collected by filtration, whereby the title compound (67 mg, 0.18 mmol, 26%) was obtained as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07399775B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-6fd8a279724e4323ab00da5159fe9128 |
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| Source note | uspto-grants-2008_07 |
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