Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | HCID 117987854 | HCID 117987854 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 137010610 | HCID 137010610 | 99.2% |
Reaction Steps
To a solution of 4-(4-methoxy-1-(tetrahydro-2H-pyran-3-yl)-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide (160 mg) in acetonitrile (15 mL) were added sodium iodide (124 mg) and chloro(trimethyl)silane (0.418 mL), and the mixture was stirred at 60° C. for 30 min. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and the obtained solid was washed with ethyl acetate/diisopropyl ether to give the title compound (153 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371320B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-93c695bc5eb64c2e9bdd74f058576337 |
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| Source note | uspto-grants-2016_06 |
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