Реакция #1340589

Уравнение реакции

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

Выход 82.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was heated
2. 2
   Температураto reflux for 15 hours
3. 3
   Другоеquenched by addition of saturated aqueous sodium hydrogen carbonate (5 ml)
4. 4
   ДругоеThe phases were separated
5. 5
   Экстракцияthe aqueous phase was extracted with dichloromethane (2×5 ml)
6. 6
   СушкаThe combined organic phases were dried over sodium sulfate
7. 7
   Концентрированиеconcentrated
8. 8
   Другоеpurification by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:4)
9. 9
   Другоеto give Compound No

Методика

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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