Реакция #1600792

Уравнение реакции

4-bromo-2-(trifluoromethyl)pyridine

compound

3-methoxy-1-methyl-4-oxo-5-(2-oxo-2-phenylethyl)-N-piperidin-4-yl-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide

potassium carbonate

triethylamine

→

title compound

Выход 35.0%

3-methoxy-1-methyl-4-oxo-5-(2-oxo-2-phenylethyl)-N-{1-[2-(trifluoromethyl)pyridin-4-yl]piperidin-4-yl}-4,5-dihydro-1H-pyrrolo[3,2-c]quinoline-2-carboxamide

Выход 35.0%

Растворители

water

DMF

Условия реакции

Обработка

1. 1
   Экстракцияextracted 3 times with ethyl acetate
2. 2
   СушкаThe extract was dried over magnesium sulfate
3. 3
   Концентрированиеconcentrated under reduced pressure
4. 4
   ДругоеThe residue was purified by aminosilica gel chromatography (eluate; ethyl acetate/hexane=50/50-100/0)
5. 5
   Другоеrecrystallized from ethyl acetate-hexane

Методика

A solution of the compound of Example 77 (300 mg, 0.59 mmol), potassium carbonate (204 mg, 1.5 mmol) and triethylamine (0.082 mL, 0.59 mmol) in DMF (3.0 mL) was heated to 80° C., 4-bromo-2-(trifluoromethyl)pyridine (133 mg, 0.59 mmol) was added, and the mixture was stirred at 100° C. for 23 hr. The reaction mixture was diluted with water, and extracted 3 times with ethyl acetate. The extract was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by aminosilica gel chromatography (eluate; ethyl acetate/hexane=50/50-100/0) and recrystallized from ethyl acetate-hexane to give the title compound (126 mg, 35%) as a white solid.

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