Reaktion #62153

Reaktionsgleichung

4-(5-Pyridin-4-yl-pyrazol-1-yl)-phenol

potassium carbonate

2-Chloromethyl-quinoline

→

title compound

Ausbeute 69.6%

2-[4-(5-Pyridin-4-yl-pyrazol-1-yl)-phenoxymethyl]-quinoline

Ausbeute 69.6%

Lösungsmittel

acetone

brine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate, dried magnesium sulfate
2. 2
   Filtrationfiltered
3. 3
   Einengenconcentrated
4. 4
   SonstigePurification via combiflash MPLC

Vorschrift

To a solution of 4-(5-Pyridin-4-yl-pyrazol-1-yl)-phenol (82 mg) in acetone was added potassium carbonate (153 mg) and 2-Chloromethyl-quinoline (95 mg) and the reaction mixture heated at 60° C. for 18 h. The reaction mixture was poured into brine and extracted with ethyl acetate, dried magnesium sulfate, filtered and concentrated. Purification via combiflash MPLC provided the title compound (91 mg). 1H NMR (400 MHz, CDCl3) δ 8.51 (m, 2 H), 8.20 (d, J=8.7 Hz, 1 H), 8.06 (d, J=8.7 Hz, 1 H), 7.83 (d, J=7.1 Hz, 1H), 7.74 (m, 2H), 7.65 (d, J=8.7 Hz, 1 H), 7.57 (m, 1H), 7.20 (d, J=8.7 Hz, 2 H), 7.09 (d, J=5.8 Hz, 2H), 7.02 (d, J=9.1 Hz, 2H), 6.60 (d, J=1.7 Hz, 1H), 5.39 (s, 2H); MS: (M+H m/z=379.0).

Quelle