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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368779Generated: October 30, 2026

1-Bromo-3,5-difluorobenzene → HCID 70011073, compound

https://huagongshe.com/reaction/1368779

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3,5-difluorobenzeneHCID 136313—
Reactant2-Methylpiperazine, (S)-HCID 2734219—
ReactantSodium t-butoxideHCID 23676156—
SolventTolueneHCID 1140—
ProductHCID 70011073HCID 7001107343.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture composed of 2.48 g of (S)-2-methylpiperazine, 3.97 g of 3,5-difluorobromobenzene, 2.76 g of sodium tert-butoxide, 326 mg of dichlorobis[(tri-ortho-tolyl)phosphine]palladium (II) (PdCl2[P(o-tolyl)3]2) and 100 ml of toluene was stirred at 100° C. for 24 hours in an atmosphere of nitrogen. After removal of the insoluble matter by filtration, the filtrate was washed with water and then with saturated brine. The organic layer was dried with anhydrous sodium sulfate and then concentrated under a reduced pressure, the residue was applied to a silica gel column chromatography (270 to 400 mesh, 100 g) and developed with a methanol-chloroform (6:94) mixed solvent, and then the fractions containing the compound of interest were concentrated to obtain 1.89 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573377B1
Source datasetuspto-grants-2003_06
ORD IDord-6eada1ff74df41ffabf16ec8d553aef0
Source noteuspto-grants-2003_06