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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571990Generated: October 26, 2026

Triethylamine → 1-(Isoquinolin-4-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)urea

https://huagongshe.com/reaction/571990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenyl isoquinolin-4-ylcarbamateHCID 58442686—
Reactant(2-(4-Methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamineHCID 58873687—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product1-(Isoquinolin-4-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)ureaHCID 7123713750.1%

Reaction Steps

Phenyl isoquinolin-4-ylcarbamate (72 mg, 0.27 mmol) and (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine (78 mg, 0.29 mmol) was dissolved in dimethyl sulfoxide. Then triethylamine (0.08 mL, 0.54 mmol) was added to it. The mixture was stirred at room temperature for 15 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure. The crude was purified by column chromatography to give the desired 1-(isoquinolin-4-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)urea (example compound 18) (60 mg, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029378B2
Source datasetuspto-grants-2015_05
ORD IDord-e27de851991249079c318d004da8aaaf
Source noteuspto-grants-2015_05