반응 #45683

반응 방정식

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

diisopropylethylamine

azetidine hydrochloride

→

solid

수율 74.0%

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

수율 74.0%

용매

dichloromethane

ethanol

반응 조건

후처리

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

실험 절차

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%).

출처