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 peroxomonosulfate compound, 2KHSO5.KHSO4.K2SO4) (631 mg, 1.03 mmol) at 0° C. After the reaction mixture was stirred at room temperature for 3 days, dichloromethane was added thereto. The resulting mixture was washed with a saturated aqueous solution of sodium bicarbonate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by preparative high performance liquid chromatography (using a mixed solvent system of water/acetonitrile/formic acid). The solid thus obtained was washed with hexane/diisopropyl ether and then collected by filtration to give the title compound (67 mg, 0.18 mmol, 26%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932271B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-28f5d8c77cdb4e3fae49f610933ac764 |
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| Source note | uspto-grants-2011_04 |
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