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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1258149Generated: October 31, 2026

Trifluoroacetic acid → 1-(3-Fluoro-5-trifluoromethyl-benzyl)-piperidin-4-ylamine

https://huagongshe.com/reaction/1258149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-(N-Boc-amino)piperidineHCID 723833—
Reactant1-(Bromomethyl)-3-fluoro-5-(trifluoromethyl)benzeneHCID 2737575—
SolventDichloromethaneHCID 6344—
Product1-(3-Fluoro-5-trifluoromethyl-benzyl)-piperidin-4-ylamineHCID 5325615780%

Reaction Steps

A mixture of piperidin-4-ylcarbamic acid tert-butyl ester (4 g, 20 mmol), 3-fluoro-5-(trifluoromethyl)benzyl bromide (4.6 g, 18.1 mmol) and diisoproylethylamine (4.7 ml, 27.1 mmol) in dichloromethane (25 ml) was stirred at room temperature for 2 h. After this period, trifluoroacetic acid (32 ml) was added and the reaction mixture was stirred for a further 2 h. The solvent was evaporated in vacuo and a saturated solution of sodium carbonate was added. The mixture was extracted with dichloromethane and the separated organic layer was dried (Na2SO4), filtered, and the solvent evaporated in vacuo to yield D7 (4 g, 80%) as a solid. C13H16F4N2 requires 276. Found 277 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466153B2
Source datasetuspto-grants-2013_06
ORD IDord-faaca458ac754415acae0d218db4530c
Source noteuspto-grants-2013_06