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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109627Generated: November 1, 2026

Potassium Carbonate → 3-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-(trifluoromethyl)benzenamine

https://huagongshe.com/reaction/2109627

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-5-(trifluoromethyl)anilineHCID 2735880—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridineHCID 20773371—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-(1-Methyl-1,2,3,6-tetrahydropyridin-4-yl)-5-(trifluoromethyl)benzenamineHCID 21959643—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a mixture of 4,4,5,5-tetramethyl-2-(1-methyl(4-1,2,5,6-tetrahydropyridyl))-1,3,2-dioxaborolane (1.0 g, 4.4 mmol, Step A), PdCl2pddf (0.16 g, 0.2 mmol)and K2CO3 (1.8 g, 13.2 mmol) and 3-amino-5-bromobenzotrifluoride (0.8 g, 3.3 mmol) in DMF (25 mL) was heated at 80° C. for 16 h. The resulting mixture was diluted with EtOAc, washed with H2O, dried over Na2SO4, and concentrated. The residue was purified by SiO2 chromatography to give the title intermediate. MS (ES+) : 257 (M+H)+. Calc'd C13H15F3N2−256.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514564B2
Source datasetuspto-grants-2009_04
ORD IDord-ec67eeed6dd84083a586200036a31879
Source noteuspto-grants-2009_04