Reacción #45706

Ecuación de reacción

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

ethyl isonipecotate

diisopropylethylamine

→

oil

Rendimiento 94.7%

Ethyl 1-(4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazol-2-yl)piperidine-4-carboxylate

Rendimiento 94.7%

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaby heating
2. 2
   Temperaturaunder reflux for 3 hours
3. 3
   Lavadowashed with water
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   OtroThe solvent was evaporated away under reduced pressure
6. 6
   Otrothe resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=100:1)

Procedimiento

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-130) (0.20 g, 0.70 mmol) was dissolved in dichloromethane (10 ml), then ethyl isonipecotate (0.12 ml, 0.78 mmol) and diisopropylethylamine (0.15 ml, 0.88 mmol) were added, followed by heating under reflux for 3 hours. This was diluted with dichloromethane, washed with water, and dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=100:1) to obtain a yellow oil (0.27 g, 94%).

Fuente