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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1400052Generated: November 2, 2026

1-Phenylpiperazine → HCID 67515135, compound

https://huagongshe.com/reaction/1400052

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenylpiperazineHCID 7096—
ReactantSodium t-butoxideHCID 23676156—
Reactanttert-Butyl 1-(4-bromophenyl)-3-azabicyclo[3.1.0]hexane-3-carboxylateHCID 53432548—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 67515135HCID 6751513540.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 1-(4-bromo-phenyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (2 g, 5.91 mmol) in anhydrous toluene (20 mL) were added Pd2(dba)3 (27 mg, 0.029 mmol), BINAP (36 mg, 0.059 mmol), sodium tert-butoxide (230 mg, 2.4 mmol) and 1-phenyl piperazine (1.05 g, 6.5 mmol) and reaction mixture was refluxed at 120° C. for 2 days. After the completion of reaction as confirmed by the TLC, excess solvent was evaporated under reduced pressure to afford crude compound which was purified by column chromatography (silica gel 0.8:9.2 EtOAc:Pet. ether) to afford pure title compound, (1.0 g, 2.38 mmol, 40%) as a thick gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906913B2
Source datasetuspto-grants-2014_12
ORD IDord-5af8db0f8e6647f1bb04d37fe3c35c20
Source noteuspto-grants-2014_12