Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206055Generated: November 4, 2026

Sodium Iodide → methyl 4-(1-(2,6-difluorophenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylate

https://huagongshe.com/reaction/2206055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium BicarbonateHCID 516892—
Reactantmethyl 4-(1-(2,6-difluorophenyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylateHCID 117988024—
SolventAcetonitrileHCID 6342—
Productmethyl 4-(1-(2,6-difluorophenyl)-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylateHCID 13701060190.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of methyl 4-(1-(2,6-difluorophenyl)-4-methoxy-1H-pyrazolo[4,3-c]pyridin-3-yl)thiophene-2-carboxylate (42.5 mg) in acetonitrile (4 mL) were added sodium iodide (39.7 mg) and chloro(trimethyl)silane (0.134 mL), and the mixture was stirred at 50° C. for 30 min. 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, hexane/ethyl acetate to ethyl acetate) to give the title compound (37.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-8994906d446f43e5ad03962be261f001
Source noteuspto-grants-2016_06