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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220854Generated: October 27, 2026

Potassium Carbonate → 4-[2-(3-Chloro-4-methoxycarbonyl-phenoxy)-acetyl]-piperazine-1-carboxylic Acid Tert-butyl Ester

https://huagongshe.com/reaction/220854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-4-hydroxy-benzoic acid methyl esterHCID 13498830—
Reactanttert-Butyl 4-(bromoacetyl)piperazine-1-carboxylateHCID 15829155—
SolventAcetonitrileHCID 6342—
Product4-[2-(3-Chloro-4-methoxycarbonyl-phenoxy)-acetyl]-piperazine-1-carboxylic Acid Tert-butyl EsterHCID 57555352100%

Reaction Steps

2-Chloro-4-hydroxy-benzoic acid methyl ester from example E41b (2.0 g, 10.9 mmol) and 4-(2-Bromo-acetyl)-piperazine-1-carboxylic acid tert-butyl ester from Example E41a (3.68 g, 12.0 mmol) in acetonitrile (30 ml) were treated with potassium carbonate (1.6 g, 11.5 mmol), and the mixture heated at reflux 18 h. before the solvents were removed in vacuo. The residue was adsorbed onto silica gel and purified by flash chromatography on silica gel (eluant; 20% EtOAc:80% cyclohexane to 50% EtOAc:50% cyclohexane to 70% EtOAc:30% cyclohexane) to yield the title compound (4.5 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202858B2
Source datasetuspto-grants-2012_06
ORD IDord-1f5b83af3f014c1daa9f0899622a978e
Source noteuspto-grants-2012_06