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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2411245Generated: October 30, 2026

Water → (4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

https://huagongshe.com/reaction/2411245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-2-fluorobenzoyl chlorideHCID 2734026—
Reactant1-(3,5-Dimethylpyridin-2-yl)piperazineHCID 58484496—
SolventTetrahydrofuranHCID 8028—
Product(4-Bromo-2-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanoneHCID 5848462688.6%

Reaction Steps

1-(3,5-Dimethylpyridin-2-yl)piperazine (2.42 g) described in Preparation Example 79 was dissolved in tetrahydrofuran (32 mL), 4-bromo-2-fluorobenzoyl chloride (3.0 g) and 1N aqueous sodium hydroxide solution (15 mL) were added, and the mixture was stirred at room temperature. The reaction mixture was poured into water under cooling, 4N aqueous sodium hydroxide solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine added 4N aqueous sodium hydroxide solution and saturated brine, dried over sodium sulfate, and the solvent was evaporated. The obtained residue was purified by column chromatography (ethyl acetate:hexane) to give the title compound (4.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08816079B2
Source datasetuspto-grants-2014_08
ORD IDord-f75c167971a24a8c8f9873ee6337da49
Source noteuspto-grants-2014_08