HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206129Generated: October 31, 2026
Sodium Iodide → 4-(1-(4-hydroxycyclohexyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide
https://huagongshe.com/reaction/2206129
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(1-(4-((tert-butyl(dimethyl)silyl)oxy)cyclohexyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide | HCID 131735837 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-(1-(4-hydroxycyclohexyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide | HCID 137010649 | 76.5% |
Reaction Steps
To a solution of 4-(1-(4-((tert-butyl(dimethyl)silyl)oxy)cyclohexyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide (42.8 mg) obtained in Step A of Example 119 in acetonitrile (3 mL) were added sodium iodide (31.0 mg) and chloro(trimethyl)silane (0.105 mL), and the mixture was stirred at 50° C. for 1 hr. To the reaction mixture was added saturated aqueous sodium hydrogencarbonate solution, 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 (basic silica gel, ethyl acetate to ethyl acetate/methanol) to give the title compound (24.6 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-452cc626f07349cfb5d9d66f7bb420ce |
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| Source note | uspto-grants-2016_06 |
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