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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398195Generated: October 27, 2026

Sodium hydride → HCID 66608326, compound

https://huagongshe.com/reaction/1398195

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantChlorosuccinimideHCID 31398—
Reactantethyl 3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylateHCID 66608063—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductHCID 66608326HCID 6660832610.5%

Reaction Steps

Under an argon atmosphere, to a mixture of ethyl 3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate (1.32 g) in DMF (11 ml) was added sodium hydride (60%, 0.14 g) at 0° C., and the mixture was stirred at room temperature for 30 min. N-Chlorosuccinimide (0.46 g) was added to the reaction mixture at 0° C., and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, the mixture was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane), and further recrystallized from ethyl acetate/hexane to give the title compound (0.15 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901309B2
Source datasetuspto-grants-2014_12
ORD IDord-4d2d7c1860b84e07bd2decad6d82801e
Source noteuspto-grants-2014_12