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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178437Generated: October 31, 2026

4-(Trifluoromethyl)benzylamine → 2-Nitro-4-(quinolin-2-ylmethoxy)-N-(4-(trifluoromethyl)benzyl)aniline

https://huagongshe.com/reaction/2178437

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Trifluoromethyl)benzylamineHCID 76804—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-((4-Fluoro-3-nitrophenoxy)methyl)quinolineHCID 90416976—
SolventAcetonitrileHCID 6342—
Product2-Nitro-4-(quinolin-2-ylmethoxy)-N-(4-(trifluoromethyl)benzyl)anilineHCID 90414421—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a 25 mL round bottom flask under a nitrogen atmosphere were added 2-((4-fluoro-3-nitrophenoxy)methyl)quinoline (195 mg, 0.65 mmol), 4-(trifluoromethyl)-benzylamine (112 mg, 0.65 mmol), acetonitrile (1 mL) and DIPEA (0.34 mL, 1.96 mmol). The mixture was heated to 80° C. for 24 h at which point the reaction was cooled to RT and concentrated to dryness. The resulting residue was washed with water (2×20 mL) and then dissolved in EtOAc, dried over Na2SO4, filtered and then concentrated. The material was used without further purification. MS (ESI): mass calcd. for C24H18F3N3O3, 453.13; m/z found, 454.1[M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067917B2
Source datasetuspto-grants-2015_06
ORD IDord-9050f4960838462d86f28e2031d2ab4f
Source noteuspto-grants-2015_06