Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59278503 | HCID 59278503 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59278114 | HCID 59278114 | 116.9% |
Reaction Steps
To a rapidly stirred solution of 2-Methyl-propane-2-sulfinic acid [(S)-1-(2-cyano-pyridin-4-yl)-propyl]-amide (4.40 g, 16.6 mmol) in DMSO (70 mL) at 10° C. was added potassium carbonate (3.00 g, 21.7 mmol) portionwise and hydrogen peroxide (30 wt. % in water, 6.16 mL, 54.4 mmol) dropwise. The reaction was stirred at room temp. for 3.5 h. The reaction was cooled to 5° C., diluted with ethyl acetate (100 mL) and quenched with sodium thiosulfate solution (10% in water, 25 mL), stirred at 5° C. for 1 h. The organic phase was separated, the aqueous phase was extracted with ethyl acetate (4×100 mL), the combined organic extracts were washed with water (3×50 mL), brine, dried over sodium sulfate, filtered and concentrated to give 4-[(S)-1-(2-Methyl-propane-2-sulfinylamino)-propyl]-pyridine-2-carboxylic acid amide (5.50 g, 99%) as a thick oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08293917B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-5f3f9afed49e4262b3a4bee7399c7a14 |
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| Source note | uspto-grants-2012_10 |
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