Reaktion #87416

Reaktionsgleichung

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

2-chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine

cesium carbonate

2-(dicyclohexylphosphino)-biphenyl

N2

→

title compound

Ausbeute 60.5%

N4-Isopropyl-N2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-6-((2,2,2-trifluoroethoxy)methyl)pyrimidine-2,4-diamine

Ausbeute 60.5%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered through diatomeous earth
2. 2
   Waschenthe filter plug was washed with methanol
3. 3
   SonstigeThe solvents were evaporated
4. 4
   Sonstigethe residue was purified by preparative HPLC

Vorschrift

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (90 mg, 0.44 mmol), 2-chloro-N-isopropyl-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-amine (63 mg, 0.22 mmol), cesium carbonate (145 mg, 0.44 mmol), palladium acetate (7.48 mg, 0.03 mmol) and 2-(dicyclohexylphosphino)-biphenyl (11.68 mg, 0.03 mmol) in dioxane (1.5 mL) were mixed in a vial under N2 atmosphere. The mixture was heated at 120° C. in a microwave reactor for 90 minutes. The mixture was filtered through diatomeous earth and the filter plug was washed with methanol. The solvents were evaporated and the residue was purified by preparative HPLC to give the title compound as a solid 60 mg (60%).

Quelle