반응 #793698

반응 방정식

2-chloro-5-iodo-3-nitropyridine

1-(3-methoxy-4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethanamine

1-(chloromethyl)-4-(trifluoromethyl)benzene

N,N-diisopropylethylamine

→

5-iodo-N-(1-(3-methoxy-4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethyl)-3-nitropyridin-2-amine

수율 94.0%

용매

water

acetonitrile

반응 조건

후처리

1. 1
   온도The orange solution was heated to reflux
2. 2
   기타a yellow precipitate formed
3. 3
   기타The solids were isolated by filtration
4. 4
   세척washed with water (50 mL)
5. 5
   기타dried

실험 절차

To a stirred solution of 1-(3-methoxy-4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethanamine [prepared from 1-(chloromethyl)-4-(trifluoromethyl)benzene using the procedures described in Example 3-45-1 through Example 3-45-3] (2.52 g, 7.75 mmol) and N,N-diisopropylethylamine (2.7 mL, 15.18 mmol) in acetonitrile (30 mL) was added 2-chloro-5-iodo-3-nitropyridine (2.39 g, 8.13 mmol), The orange solution was heated to reflux. After 15 h, the brown reaction mixture was allowed to cool to room temperature and was diluted with water (60 mL). As the mixture was stirred, a yellow precipitate formed. The solids were isolated by filtration and washed with water (50 mL), and dried to provide 4.19 g (94%) of 5-iodo-N-(1-(3-methoxy-4-((4-(trifluoromethyl)benzyl)oxy)phenyl)ethyl)-3-nitropyridin-2-amine as a yellow solid.

출처