反应 #2271687

反应方程式

6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole

K2CO3

4-(3-bromopropoxy)-3-methoxybenzamide

→

4-[3-[4-(6-fluoro-1,2 benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxybenzamide

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 5 hours
3. 3
   其他At the end of the reaction the solvent
4. 4
   其他was evaporated
5. 5
   萃取The residue was extracted into dichloromethane
6. 6
   过滤The inorganic insolubles were filtered off
7. 7
   浓缩The dichloromethane was concentrated again
8. 8
   其他The crude residue was purified by flash chromatography over a silica gel column (55 g, SiO2; eluted with 1% methanol in dichloromethane, 1 l; 2% methanol in dichloromethane, 1 l)
9. 9
   其他The material thus obtained
10. 10
    其他as white crystals, recrystallization from hot ethanol (60 ml)

实验过程

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (2.2 g, 10.0 mmol), K2CO3 (2.0 g) and 4-(3-bromopropoxy)-3-methoxybenzamide (2.32 g, 8.0 mmol in acetonitrile (80 ml) was heated at reflux for 5 hours. At the end of the reaction the solvent was evaporated. The residue was extracted into dichloromethane. The inorganic insolubles were filtered off. The dichloromethane was concentrated again. The crude residue was purified by flash chromatography over a silica gel column (55 g, SiO2; eluted with 1% methanol in dichloromethane, 1 l; 2% methanol in dichloromethane, 1 l). The material thus obtained weighed 2.93 g (84%) as white crystals, recrystallization from hot ethanol (60 ml) gave 2.2 g of 4-[3-[4-(6-fluoro-1,2 benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxybenzamide as white crystals, m.p.=163°-164° C. ANALYSIS: Calculated for C23H26FN3O4: 64.62%C 6.13%H 9.83%N Found: 64.20%C 6.06%H 9.71%N

来源