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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592723Generated: October 26, 2026

Potassium Carbonate → Tert-butyl 4-(3-chloro-2-cyanophenyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1592723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-6-fluorobenzonitrileHCID 69587—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
SolventDimethyl SulfoxideHCID 679—
SolventDiethyl EtherHCID 3283—
ProductTert-butyl 4-(3-chloro-2-cyanophenyl)piperazine-1-carboxylateHCID 1795229086%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of N-Boc-piperazine (2.02 g, 11.0 mmol) in DMSO (20 mL) was added 2-fluoro-6-chlorobenzonitrile (1.55 g, 10 mmol) and potassium carbonate (1.52 g, 11 mmol). The mixture was stirred at 80° C. for about 48 hours. The mixture was cooled to r.t. and diluted with diethyl ether (200 mL). The solution was washed with 1N HCl (2×20 mL), H2O (3×20 mL) and brine (20 mL) and then dried over sodium sulfate and concentrated to a yellow oil. Purification by flash chromatography (4:1 hexanes/ethyl acetate) gave the title compound (2.5 g, 86%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291619B2
Source datasetuspto-grants-2007_11
ORD IDord-5ccec1ad9e8a40f68309c1e1b7535920
Source noteuspto-grants-2007_11