反应 #1340589

反应方程式

3-amino-N-[2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)phenyl]-4-(1,2,4-triazol-1-yl)benzamide

triethylamine

4-fluorobenzoyl chloride

→

3-(4-fluorobenzoylamino)-N-[2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethylethyl)phenyl]-4-(1,2,4-triazol-1-yl)benzamide

收率 82.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   温度The reaction mixture was heated
2. 2
   温度to reflux for 15 hours
3. 3
   其他quenched by addition of saturated aqueous sodium hydrogen carbonate (5 ml)
4. 4
   其他The phases were separated
5. 5
   萃取the aqueous phase was extracted with dichloromethane (2×5 ml)
6. 6
   干燥The combined organic phases were dried over sodium sulfate
7. 7
   浓缩concentrated
8. 8
   其他purification by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:4)
9. 9
   其他to give Compound No

实验过程

To a solution of 3-amino-N-[2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)phenyl]-4-(1,2,4-triazol-1-yl)benzamide (75 mg, 0.15 mmol) (Example I4) in dichloromethane (3 ml) was added triethylamine (63 μl, 0.45 mmol) and 4-fluorobenzoyl chloride (21.3 μl, 0.18 mmol). The reaction mixture was heated to reflux for 15 hours. The reaction mixture was cooled to ambient temperature and quenched by addition of saturated aqueous sodium hydrogen carbonate (5 ml). The phases were separated and the aqueous phase was extracted with dichloromethane (2×5 ml). The combined organic phases were dried over sodium sulfate and concentrated. The residue was purification by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:4) to give Compound No. D2 of Table D (76 mg, 82% yield).

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