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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80599Generated: October 25, 2026

Cesium carbonate → 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline

https://huagongshe.com/reaction/80599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Bromo-5-(trifluoromethyl)anilineHCID 2735880—
Reactant1-(5,6,7,8-Tetrahydroquinolin-8-yl)ethan-1-oneHCID 42604452—
ReactantHCID 178418800HCID 178418800—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)anilineHCID 1200282591%

Reaction Conditions

Temperature110 °C

Reaction Steps

In a pressure tube with one end sealed, add 190 mg CuI (1 mmol), 1.64 g 4-methyl-1H-imidazole (20 mmol), 3.25 g Cs2CO3 (10 mmol), and after Nitrogen replacement, add 2.40 g 3-bromo-5-(trifluoromethyl)aniline (10 mmol), 350 mg 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethanone (2 mmol) and 30 mL DMF was added into a flask. The mixture was stirred at 110° C. for 18 h under sealing. After cooling to room temperature, the solvent was removed under vacuum and the residue was purified by column chromatography to afford 2.19 g desired product (91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846671B2
Source datasetuspto-grants-2014_09
ORD IDord-a685fed84c2c492e928d694112f66e81
Source noteuspto-grants-2014_09