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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11692Generated: October 27, 2026

Potassium Carbonate → (5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzylsulfanyl)-acetic acid methyl ester

https://huagongshe.com/reaction/11692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl ThioglycolateHCID 16907—
Reactant2-[4-Chloro-2-(chloromethyl)phenoxy]-1-{(2R,5S)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl}ethan-1-oneHCID 23405842—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(5-Chloro-2-{2-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-2-oxo-ethoxy}-benzylsulfanyl)-acetic acid methyl esterHCID 69655783—

Reaction Conditions

Temperature50 °C

Reaction Steps

To 2-(4-chloro-2-chloromethyl-phenoxy)-1-[4-(4-fluoro-benzyl)-(2R,5S)-2,5-dimethyl-piperazin-1-yl]-ethanone (0.10 g, 0.23 mmol) in dimethyl formamide (2 ml) was added potassium carbonate (0.070 g, 0.51 mmol), tetrabutylammonium iodide (0.088 mg, 0.24 mmol) and finally methyl thioglycolate (0.02 ml, 0.25 mmol). The reaction was stirred at 50° C. for 19 hours. The reaction was diluted with ethyl acetate and washed with pH 7 phosphate buffer (0.05 M) and aqueous saturated sodium chloride. The organic layer was dried over magnesium sulfate and the title compound was isolated by chromatography on silica gel (0.046 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07098212B2
Source datasetuspto-grants-2006_08
ORD IDord-9761802317cd43b78bc46201bd46de50
Source noteuspto-grants-2006_08