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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1804058Generated: October 26, 2026

Trifluoroacetic acid → (4-Bromo-2-fluorophenyl)[4-(3-chloro-5-methylpyridin-2-yl)piperazin-1-yl]methanone

https://huagongshe.com/reaction/1804058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-2-fluorobenzoyl chlorideHCID 2734026—
Reactant4-(3-Chloro-5-methylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl esterHCID 67380919—
SolventChloroformHCID 6212—
Product(4-Bromo-2-fluorophenyl)[4-(3-chloro-5-methylpyridin-2-yl)piperazin-1-yl]methanoneHCID 58484756102.5%

Reaction Steps

4-(3-Chloro-5-methylpyridin-2-yl)piperazine-1-carboxylic acid tert-butyl ester (1.4 g), which is the intermediate described in Preparation Example 48, was dissolved in chloroform (2.5 mL), trifluoroacetic acid (2 mL) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was alkalified with 1N aqueous sodium hydroxide solution, and extracted with chloroform. The organic layer was washed with saturated brine, and the solvent was evaporated. By reaction and treatment in the same manner as in Preparation Example 8 and using the obtained residue and 4-bromo-2-fluorobenzoyl chloride (1.1 g), the title compound (1.9 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354401B2
Source datasetuspto-grants-2013_01
ORD IDord-b50f80faad024fe49aa2f14889088a26
Source noteuspto-grants-2013_01