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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242688Generated: November 2, 2026

p-Bromochlorobenzene → HCID 66758990, compound

https://huagongshe.com/reaction/242688

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BromochlorobenzeneHCID 7806—
Reactant(S)-1-Boc-3-methylpiperazineHCID 7023035—
ReactantSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystTris(dibenzylideneacetone) dipalladiumHCID 9832798—
SolventTolueneHCID 1140—
ProductHCID 66758990HCID 6675899051%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 4-chlorobromobenzene (1.05 g, 5.5 mmol) and 3-(S)-Methyl-piperazine-1-carboxylic acid tert-butyl ester (1 g, 5 mmol) in toluene (30 mL) was added tris(dibenzylideneacetone) dipalladium(0) (0.057 g, 0.063 mmol), BINAP (0.12 g, 0.19 mmol) and sodium-t-butoxide (2.02 g, 21 mmol). The resulting mixture was heated 110° C. for 20 h. The solvent was evaporated and the residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine and dried over magnesium sulfate. Column chromatography (10% ethyl acetate/hexane) provided 0.79 g (51%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653096B2
Source datasetuspto-grants-2014_02
ORD IDord-9a738a9d57054284963e2cbf9dfbf178
Source noteuspto-grants-2014_02