Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926764Generated: October 26, 2026

Potassium Carbonate → 2-(3-(Trifluoromethyl)phenyl)pyrimidin-5-amine

https://huagongshe.com/reaction/926764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Trifluoromethyl)phenylboronic acidHCID 2734388—
Reactant2-Chloropyrimidin-5-amineHCID 12215993—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventEthyl AcetateHCID 8857—
Product2-(3-(Trifluoromethyl)phenyl)pyrimidin-5-amineHCID 4314222838.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 2-chloropyrimidin-5-amine (1.7 g, 13.18 mmol, 1.00 equiv) was added 3-(trifluoromethyl)phenylboronic acid (3.8 g, 20.00 mmol, 1.50 equiv), Pd(OAc)2 (0.15 g, 0.05 equiv), dppf (0.37 g, 0.05 equiv) and potassium carbonate (3.6 g, 26.09 mmol, 2.00 equiv) and the mixture was stirred overnight at 100° C. in an oil bath. The reaction was diluted with 300 mL of ethyl acetate and the solids were filtered out. The filtrate was washed with water and the organic layer dried over anhydrous sodium sulfate and then concentrated under vacuum. The residue was applied onto a silica gel column and eluted with ethyl acetate/petroleum ether (1:15) to afford 1.2 g (38%) of 2-(3-(trifluoromethyl)phenyl)pyrimidin-5-amine as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09289429B2
Source datasetuspto-grants-2016_03
ORD IDord-70736024776e48fb952e198898c91ffd
Source noteuspto-grants-2016_03