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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206020Generated: November 2, 2026

Sodium Iodide → 4-(1-(1-methoxybutan-2-yl)-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridin-3-yl)benzonitrile

https://huagongshe.com/reaction/2206020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(4-methoxy-1-(1-methoxybutan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl)benzonitrileHCID 117987868—
SolventAcetonitrileHCID 6342—
Product4-(1-(1-methoxybutan-2-yl)-4-oxo-4,5-dihydro-1H-pyrrolo[3,2-c]pyridin-3-yl)benzonitrileHCID 11798764772%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-(4-methoxy-1-(1-methoxybutan-2-yl)-1H-pyrrolo[3,2-c]pyridin-3-yl)benzonitrile (38.0 mg) in acetonitrile (3 mL) were added sodium iodide (42.5 mg) and chloro(trimethyl)silane (0.144 mL), and the mixture was stirred overnight at 50° C. 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 (26.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-35a82198497b45979c6b92913c31421e
Source noteuspto-grants-2016_06