Réaction #62153

Équation de réaction

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

potassium carbonate

2-Chloromethyl-quinoline

→

title compound

Rendement 69.6%

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

Rendement 69.6%

Solvants

acetone

brine

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ethyl acetate, dried magnesium sulfate
2. 2
   Filtrationfiltered
3. 3
   Concentrationconcentrated
4. 4
   AutrePurification via combiflash MPLC

Mode opératoire

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).

Source