반응 #45754

반응 방정식

Diisopropylethylamine

2-(methylamino)pyridine

dichloromethane

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

→

compound

수율 57.7%

7-Fluoro-5-methyl-2-[methyl(pyridin-2-yl)amino]-6-phenyl-1,3-benzoxazole-4-carbonitrile

수율 57.7%

용매

ethyl acetate

반응 조건

후처리

1. 1
   온도by heating
2. 2
   기타The reaction liquid
3. 3
   workup.ADDITIONwas added
4. 4
   세척by washing with water (50 ml) and saturated brine (50 ml)
5. 5
   건조After drying over anhydrous sodium sulfate and concentration under reduced pressure
6. 6
   기타the resulting residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=4:1)

실험 절차

Diisopropylethylamine (169 μl, 0.944 mmol) and 2-(methylamino)pyridine (102 μl, 0.994 mmol) were added to a dichloromethane (10 ml) solution of 2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-cabonitrile (I-130) (190 mg, 0.663 mmol), followed by heating under reflux in an oil bath at 50° C. for 3 hours. The reaction liquid was cooled to room, temperature, ethyl acetate (70 ml) was added, followed by washing with water (50 ml) and saturated brine (50 ml). After drying over anhydrous sodium sulfate and concentration under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent, hexane:ethyl acetate=4:1) to obtain the entitled compound (137 mg, 57.5%) as a colorless solid.

출처