Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246213Generated: October 30, 2026

Trifluoroacetic acid → 1-(6-Bromopyridin-3-yl)piperazine

https://huagongshe.com/reaction/2246213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl 4-(6-bromopyridin-3-yl)piperazine-1-carboxylateHCID 11530243—
SolventDichloromethaneHCID 6344—
Product1-(6-Bromopyridin-3-yl)piperazineHCID 9878090141.3%

Reaction Steps

11.20 ml (150.77 mmol) of trifluoroacetic acid are slowly added to a suspension of 5.16 g (15.08 mmol) of 1,1-dimethylethyl 4-(6-bromo-3-pyridyl)-1-piperazine-carboxylate, obtained in step 7.2., in 70 ml of dichloromethane. Stirring is continued at room temperature for 16 hours. The reaction mixture is concentrated under reduced pressure, the residue is taken up in 40 ml of chloroform and 4 ml of aqueous sodium hydroxide solution (10M) are then slowly added. The aqueous phase is separated out and then extracted twice with chloroform. The organic phases are combined and are washed with saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulfate and the filtrate is concentrated under reduced pressure. 5.16 g of product are thus obtained in the form of an orange-colored oil that crystallizes at room temperature. This product is used without further purification in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687503B2
Source datasetuspto-grants-2010_03
ORD IDord-ad7362581ad242a49ee5bb0f12502342
Source noteuspto-grants-2010_03