Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bisulfite | HCID 104748 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 90017776 | HCID 90017776 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 90017778 | HCID 90017778 | 47% |
Reaction Steps
5-Chloro-6-methyl-3-methylsulfanyl-pyridin-2-ylamine (160 mg, 848 μmol, Eq: 1.00) and oxone (1.56 g, 2.54 mmol, Eq: 3) were combined in methanol (15 ml) to give an off-white suspension. The mixture was cooled to 0° C., and water (30 ml) was added dropwise, followed by 39% hydrogen sulfite (1.5 ml) and saturated sodium bicarbonate solution (6 ml). The mixture was stirred for 10 min and then extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated to an oil. The product (88 mg, 47%) was obtained as a white solid by chromatography (SiO2, ethyl acetate/n-heptane). MS: m/z=221.2 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394311B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-eebf58e8b2d9428f9ffe245687ffc582 |
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| Source note | uspto-grants-2016_07 |
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