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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172859Generated: October 31, 2026

Trifluoroacetic acid → 5'-Chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine

https://huagongshe.com/reaction/2172859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantDichloromethane methanolHCID 21226129—
ReactantTert-butyl 4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazine-1-carboxylateHCID 67508218—
SolventDichloromethaneHCID 6344—
Product5'-Chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridineHCID 6750959597%

Reaction Steps

To a solution of tert-butyl 4-(5′-chloro-3,5-dimethyl-2,4′-bipyridin-2′-yl)piperazine-1-carboxylate (5.6 g, 14 mmol) in CH2Cl2 (50 mL) was added TFA (25 mL). Then the mixture was stirred for 18 hours. TLC (CH2Cl2/MeOH=10:1) showed the starting material was consumed completely. After removal of the solvent, the residue was dissolved in CH2Cl2 (180 mL), basified with 3 N aq. NaOH until pH=11, washed with brine (40 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford title compound (4.1 g, 97%) as orange oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056865B2
Source datasetuspto-grants-2015_06
ORD IDord-8c2c7165758e4cbda236d485b93c263e
Source noteuspto-grants-2015_06