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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217817Generated: October 25, 2026

Trifluoroacetic acid → N-[2-(3-Aminopropyl)-6-chloro-5-quinolinyl]-cyclohexaneacetamide

https://huagongshe.com/reaction/2217817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant[3-[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]propyl]-carbamic acid 1,1-dimethylethyl esterHCID 86609738—
SolventDichloromethaneHCID 6344—
ProductAmmoniaHCID 22210%
ProductN-[2-(3-Aminopropyl)-6-chloro-5-quinolinyl]-cyclohexaneacetamideHCID 1126839385.2%

Reaction Steps

Trifluoroacetic acid (5 mL) was added to a solution of [3-[6-chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]propyl]carbamic acid, 1,1-dimethylethyl ester (Example 23(a)) (0.9 g) in dichloromethane (15 mL). After stirring for 2 hours the solvent was removed under reduced pressure and the resulting residue was purified (Varian Chem elute cartridge with dichloromethane as eluant). Further purification (Varian SCX cartridge using methanol (100 mL) and then 10% ammonia in methanol (100 mL) as eluant) afforded the title compound (300 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07408065B2
Source datasetuspto-grants-2008_08
ORD IDord-ac9483e6d4b14ee9bdd0b76bea38204e
Source noteuspto-grants-2008_08