反応 #153
ord-cd2546f9579b48aea10fbe2e69f5f598
反応方程式
反応条件
実験手順
Tris(dibenzylideneacetone)dipalladium(0) (0.049 g, 54 µmol) and9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (0.037 g, 0.06 mmol) were dissolved in toluene (15 mL) in a 50 mL two-necked round-bottomed flask equipped with a condensor and activated at 100 °C for 6 min under argon. Then 5-fluoro-4-(2-methyl-1-(tetrahydro-2H-pyran-4-yl)-1H-imidazol-5-yl)pyrimidin-2-amine (0.998 g, 3.6 mmol), 4-(4-bromobenzyl)morpholine (0.968 g, 3.78 mmol), Sodium tert-pentoxide (0.634 g, 5.76 mmol) and toluene (20 mL) were added. The reaction mixture became sticky yellowish green maybe by addition of the base. It was degassed carefully and stirred at 100 °C under argon. In 1 hour the sticky mixture turned from yellowish green into orange brown muddy mixture. The reaction was followed by HPLC. After 22 h 98 % conversion was obtained. Then it was cooled to rt and filtered. The obtained dark brown crapy filtercake was discarded. The brown filtrate was diluted with dichloromethane (80 mL), extracted with water (3*100 mL), washed with brine (1*100 mL) and dried over Na2SO4. Filtration and concentration afforded orange solid (1.400 g). To this orange solid EtOAc (7 mL) was added and heat to 80 ºC. At 60 ºC it started to form light precipitation. Extra EtOAc (10 mL) was added and stirred at 80 ºC for 10 min. Then it was cooled to rt with a continuous stirring. The light precipitation was filtered off, washed with EtOAc (7 mL) and _n_ -pentane (15 mL), and dried in vacuo. Light yellow powder was obtained.