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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907758Generated: November 1, 2026

Potassium Carbonate → tert-Butyl 4-(4-(pyridin-4-ylmethyl)piperazin-1-yl)benzoate

https://huagongshe.com/reaction/1907758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-((Pyridin-4-yl)methyl)piperazineHCID 808715—
ReactantTert-butyl 4-fluorobenzoateHCID 2736444—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 4-(4-(pyridin-4-ylmethyl)piperazin-1-yl)benzoateHCID 5973748971%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 1-[(4-Pyridyl)methyl]piperazine (1.00 g, 5.6 mmol) in DMSO (4.5 mL) in a pressure vessel was added t-butyl-4-fluorobenzoate (1.05 g, 5.4 mmol) followed by potassium carbonate (0.74 g, 5.4 mmol). The pressure vessel was closed and the mixture was stirred at 130° C. for 21 h. The mixture was diluted with EtOAc (300 mL) and water (50 mL). The organic layer was separated, washed with a saturated NaHCO3 solution, brine, dried over MgSO4, and concentrated in vacuo. The residue obtained was purified by flash chromatography using 0-5% MeOH in DCM to afford the title compound 338 as a pink solid (1.34 g, 71% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-884ada67a00144809336a912fd64f7f5
Source noteuspto-grants-2013_12