Reaktion #1274863

Reaktionsgleichung

toluene

(S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidine-2-amine

3-(1,3,2-dioxaborinan-2-yl)pyridine

sodium carbonate

→

objective compound

Ausbeute 37.9%

(S)-4-Chloro-N-[1-(4-fluorophenyl)ethyl]-6-(pyridin-3-yl)pyrimidine-2-amine

Ausbeute 37.9%

Lösungsmittel

water

ethanol

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe solution was washed in turn with water and brine
2. 2
   Trocknendried over magnesium sulfate
3. 3
   workup.DISTILLATIONThe solvent was distilled off under reduced pressure
4. 4
   Sonstigethe obtained residue was purified by silica gel column chromatography

Vorschrift

500 mg of (S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidine-2-amine (Reference Example 1), 314 mg of 3-(1,3,2-dioxaborinan-2-yl)pyridine, 927 mg of sodium carbonate and 202 mg of tetrakis(triphenylphosphine)palladium were added in turn to a degassed mixed solvent of 15 ml of toluene, 7 ml of ethanol and 10 ml of water, and the mixture was stirred at 110° C. for 3 hours under argon atmosphere. The reaction solution was diluted with ethyl acetate. The solution was washed in turn with water and brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 218 mg of the objective compound as white powder.

Quelle