Reaktion #1600792

Reaktionsgleichung

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

Ausbeute 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

Ausbeute 35.0%

Lösungsmittel

water

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted 3 times with ethyl acetate
2. 2
   TrocknenThe extract was dried over magnesium sulfate
3. 3
   Einengenconcentrated under reduced pressure
4. 4
   SonstigeThe residue was purified by aminosilica gel chromatography (eluate; ethyl acetate/hexane=50/50-100/0)
5. 5
   Sonstigerecrystallized from ethyl acetate-hexane

Vorschrift

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.

Quelle