반응 #45705

반응 방정식

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

diisopropylethylamine

ethyl 3-(methylamino)propionate hydrochloride

→

compound

수율 81.0%

Ethyl 3-[N-(4-cyano-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazol-2-yl)methylamino]propionate

수율 81.0%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도After heated
2. 2
   온도under reflux for 3 hours
3. 3
   세척After washed with water
4. 4
   건조drying over anhydrous sodium sulfate
5. 5
   기타the solvent was evaporated away under reduced pressure
6. 6
   기타the resulting residue was purified by silica gel column chromatography (dichloromethane to dichloromethane:methanol=70; 1)
7. 7
   기타again purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 2:1)

실험 절차

2-Chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (0.49 g, 1.71 mmol), diisopropylethylamine (0.70 ml, 4.12 mmol) and ethyl 3-(methylamino)propionate hydrochloride (I-159) (0.32 g, 1.91 mmol) were dissolved in dichloromethane (15 ml). After heated under reflux for 3 hours, this was diluted with dichloromethane. After washed 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 to dichloromethane:methanol=70; 1), then again purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 2:1) to obtain the entitled compound (0.53 g, 81%) as a brown oil.

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