Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887581Generated: October 31, 2026

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

https://huagongshe.com/reaction/887581

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), 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 numberUS08247430B2
Source datasetuspto-grants-2012_08
ORD IDord-cb91188eeab14b3ebfb596fb4646a33a
Source noteuspto-grants-2012_08