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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079558Generated: October 25, 2026

Ethyl Acetate → 4-{3-[2-chloro-4-(4-cyano-1-methyl-1H-imidazo[4,5-c]pyridin-6-yl)-6-trifluoromethyl-phenoxy]-propyl}-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/2079558

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl 4-(3-bromopropyl)piperazine-1-carboxylateHCID 15946517—
Reactant6-(3-chloro-4-hydroxy-5-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrileHCID 136189044—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-{3-[2-chloro-4-(4-cyano-1-methyl-1H-imidazo[4,5-c]pyridin-6-yl)-6-trifluoromethyl-phenoxy]-propyl}-piperazine-1-carboxylic acid tert-butyl esterHCID 57657548—

Reaction Steps

4-(3-Bromo-propyl)-piperazine-1-carboxylic acid tert-butyl ester (172 mg) was added to a mixture of 6-(3-chloro-4-hydroxy-5-trifluoromethyl-phenyl)-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile (165 mg) and potassium carbonate (130 mg) in acetonitrile (15 ml). The mixture was refluxed for 4 hours, then ethyl acetate (50 ml) and water (30 ml) were added and the organic layer was washed with brine, then dried over sodium sulfate, filtered and concentrated under reduced pressure to afford a crude product, 4-{3-[2-chloro-4-(4-cyano-1-methyl-1H-imidazo[4,5-c]pyridin-6-yl)-6-trifluoromethyl-phenoxy]-propyl}-piperazine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932251B2
Source datasetuspto-grants-2011_04
ORD IDord-396575f2ba024ccbb961187e09558a75
Source noteuspto-grants-2011_04