Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 59331268 | HCID 59331268 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59331486 | HCID 59331486 | 51% |
Reaction Steps
To a solution of 2-(methylsulfanyl)-5-[1-(5-(pyridin-2-yl)-1H-pyrrol-2-yl)-2-(tetrahydro-2H-pyran-4-yl)ethyl]pyridine (0.365 g) in a mixed solvent of tetrahydrofuran (10 mL), methanol (5 mL) and water (5 mL) was added Oxone (registered trade mark, 1.77 g), and the mixture was stirred at room temperature for 2 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=20:80-80:20, volume ratio) and recrystallized from hexane-ethyl acetate to give the title compound (0.200 g, yield 51%) as colorless crystals. MS: 412 (MH+). melting point 89-90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318746B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-e71e03d4ddc547389e9b8b15888f2203 |
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| Source note | uspto-grants-2012_11 |
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