Reaktion #45689

Reaktionsgleichung

N-methyl-tert-butylamine

diisopropylethylamine

N-methyl-tert-butylamine

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

→

solid

Ausbeute 93.0%

2-(N-tert-Butyl-N-methylamino)-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

Ausbeute 93.0%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter heating
2. 2
   Temperaturunder reflux for 3 hours
3. 3
   Temperaturby heating
4. 4
   Temperaturunder reflux for 2 hours
5. 5
   Waschenwashed with water
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   SonstigeThe solvent was evaporated away under reduced pressure
8. 8
   Sonstigethe resulting residue was purified by silica gel column chromatography (dichloromethane)

Vorschrift

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (0.20 g, 0.70 mmol) was dissolved in dichloromethane (10 ml), and diisopropylethylamine (0.15 ml, 0.88 mmol) and N-methyl-tert-butylamine (0.10 ml, 0.84 mmol) were added. After heating under reflux for 3 hours, N-methyl-tert-butylamine (50.0 μl, 0.42 mmol) was added, followed by heating under reflux for 2 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) to obtain a pale yellow solid (0.22 g, 0.65 mmol, 93%).

Quelle