Reaktion #45683

Reaktionsgleichung

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

diisopropylethylamine

azetidine hydrochloride

→

solid

Ausbeute 74.0%

2-(Azetidin-1-yl)-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile

Ausbeute 74.0%

Lösungsmittel

dichloromethane

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   Einengenwas concentrated under reduced pressure
3. 3
   workup.ADDITIONdiluted with dichloromethane
4. 4
   WaschenAfter washing with water
5. 5
   Trocknendrying over anhydrous sodium sulfate
6. 6
   Sonstigethe solvent was evaporated away under reduced pressure
7. 7
   Sonstigethe resulting residue was purified by silica gel column chromatography (dichloromethane:methanol=100:1)

Vorschrift

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (I-130) (0.11 g, 0.38 mmol) was dissolved in a mixed solvent of dichloromethane (10 ml) and ethanol (7 ml), then diisopropylethylamine (0.21 ml, 1.23 mol) and azetidine hydrochloride (71.5 mg, 0.76 mmol) were added. After stirring at an external temperature of about 60° C. for 3 hours, the reaction liquid was concentrated under reduced pressure and diluted with dichloromethane. After washing with water and drying 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 colorless solid (85 mg, 74%).

Quelle