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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493693Generated: October 25, 2026

Potassium Carbonate → 1-(3-((6-Chloro-2-naphthyl)sulfonyl)propionyl)piperazine

https://huagongshe.com/reaction/493693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant3-(6-Chloro-2-naphthyl)sulfonylpropionic acidHCID 11197304—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product1-(3-((6-Chloro-2-naphthyl)sulfonyl)propionyl)piperazineHCID 2313088388.6%

Reaction Steps

tert-Butyl 1-piperazine carboxylate (5.0 g) was dissolved in dichloromethane (20 mL), and triethylamine (3.8 mL) was added thereto. With ice cooling, 3-((6-chloro-2-naphthyl)sulfonyl)propionic acid (8.0 g), HOBt (4.5 g) and WSC (5.7 g) were added thereto, and the mixture was mixed at room temperature for 16 hours. The reaction solution was basified with an aqueous potassium carbonate solution, then extracted with chloroform, and the extract was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was dissolved in trifluoroacetic acid (25 mL) and mixed at room temperature for 1 hour. After concentrating the reaction solution, the residue was basified with an aqueous potassium carbonate solution and extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, and then the solvent was concentrated to give the title compound (8.7 g) as a pale brown oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534887B2
Source datasetuspto-grants-2009_05
ORD IDord-0e093edae32a430484f90e0f8b33d407
Source noteuspto-grants-2009_05