反応 #1340589

反応方程式

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

収率 82.0%

溶媒

dichloromethane

反応条件

後処理

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

実験手順

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).

出典