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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206182Generated: November 1, 2026

Sodium Iodide → 1-(2,6-difluorophenyl)-3-(4-(morpholin-4-yl)phenyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-one

https://huagongshe.com/reaction/2206182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(2,6-difluorophenyl)-4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridineHCID 117987839—
SolventAcetonitrileHCID 6342—
Product1-(2,6-difluorophenyl)-3-(4-(morpholin-4-yl)phenyl)-1,5-dihydro-4H-pyrazolo[4,3-c]pyridin-4-oneHCID 13701076075.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 1-(2,6-difluorophenyl)-4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine (50.0 mg) and sodium iodide (35.5 mg) in acetonitrile (3 mL) was added chloro(trimethyl)silane (0.0760 mL) at room temperature, and the mixture was stirred at 50° C. for 16 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 magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, methanol/ethyl acetate) to give the title compound (36.5 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-858002e04721403da935e49f29d74c02
Source noteuspto-grants-2016_06