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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 571993Generated: October 26, 2026

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

https://huagongshe.com/reaction/571993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(2-(4-Methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamineHCID 58873687—
ReactantPhenyl isoquinolin-1-ylcarbamateHCID 86676325—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product1-(Isoquinolin-1-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)ureaHCID 7123696134.6%

Reaction Steps

Phenyl isoquinolin-1-ylcarbamate (80 mg, 0.30 mmol) and (2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methanamine (87 mg, 0.32 mmol) was dissolved in dimethyl sulfoxide. Then triethylamine (0.08 mL, 0.61 mmol) was added to it. The mixture was stirred at room temperature for 12 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 1-(isoquinolin-1-yl)-3-((2-(4-methylpiperidin-1-yl)-6-(trifluoromethyl)pyridin-3-yl)methyl)urea (example compound 20) (46 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029378B2
Source datasetuspto-grants-2015_05
ORD IDord-0669b994b64d4f7b97431cb7bff4e538
Source noteuspto-grants-2015_05