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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206141Generated: November 1, 2026

Water → 4-(1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)benzamide

https://huagongshe.com/reaction/2206141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzamideHCID 117987792—
SolventAcetonitrileHCID 6342—
Product4-(1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)benzamideHCID 13701062793.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(1-cyclopentyl-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)benzamide (83.4 mg) in acetonitrile (10 mL) were added sodium iodide (74.3 mg) and chloro(trimethyl)silane (0.251 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/methanol), and the obtained solid was washed with ethyl acetate to give the title compound (75.0 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-f46a62b8972c4f5c97004c57da5b4c5a
Source noteuspto-grants-2016_06