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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206103Generated: October 31, 2026

Sodium Iodide → 4-(4,5-Dihydro-4-oxo-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide

https://huagongshe.com/reaction/2206103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamideHCID 117988291—
SolventAcetonitrileHCID 6342—
Product4-(4,5-Dihydro-4-oxo-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamideHCID 13701067381.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-(4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzenesulfonamide (60.0 mg) in acetonitrile (3 mL) were added sodium iodide (73.8 mg) and chloro(trimethyl)silane (0.250 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 (46.7 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-b872b290d84f468591c66c7c83b5c6ab
Source noteuspto-grants-2016_06