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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331294Generated: October 31, 2026

Trifluoroacetic acid → 6-(2-(piperazin-1-yl)ethoxy)-3-phenyl-2-(pyridin-3-yl)-1H-inden-1-one

https://huagongshe.com/reaction/331294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactanttert-butyl 4-(2-(1-oxo-3-phenyl-2-(pyridin-3-yl)-1H-inden-6-yloxy)ethyl)piperazine-1-carboxylateHCID 70312805—
SolventDichloromethaneHCID 6344—
Product6-(2-(piperazin-1-yl)ethoxy)-3-phenyl-2-(pyridin-3-yl)-1H-inden-1-oneHCID 5100183175%

Reaction Steps

To a solution of tert-butyl 4-(2-(1-oxo-3-phenyl-2-(pyridin-3-yl)-1H-inden-6-yloxy)ethyl)piperazine-1-carboxylate (0.38 mmol, 200 mg) obtained in Step 2 of Example 44 in CH2Cl2 (0.3M) was added TFA (20 eq). The resulting mixture was stirred at room temperature for 40 min and diluted with CH2Cl2. The solution was basicified to pH 9 by the addition of 3N NaOH. The mixture was washed with H2O, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (acetone/hexanes=1:1) to obtain the title compound (75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877747B2
Source datasetuspto-grants-2014_11
ORD IDord-d1edc047765948a3941283abebe1d577
Source noteuspto-grants-2014_11