Reaktion #45699

Reaktionsgleichung

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

diisopropylethylamine

azetidine-3-carbonyldimethylamide hydrochloride

→

oil

Ausbeute 86.9%

1-{4-Cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazol-2-yl}-N,N-dimethylazetidine-3-carboxamide

Ausbeute 86.9%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter heated
2. 2
   Temperaturunder reflux for 3 hours
3. 3
   Waschenwashed with water
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeThe solvent was evaporated away under reduced pressure
6. 6
   Sonstigethe resulting residue was purified by silica gel column chromatography (dichloromethane to dichloromethane:methanol=100:1)

Vorschrift

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (0.21 g, 0.73 mmol), (diisopropylethylamine (0.28 ml, 1.65 mmol) and azetidine-3-carbonyldimethylamide hydrochloride (I-145) (0.25 g) were dissolved in dichloromethane (10 ml). After heated under reflux for 3 hours, this was diluted with dichloromethane, washed with water, then 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 dichloromethane:methanol=100:1) to obtain a colorless oil (0.24 g, 86%)

Quelle