Reacción #62153

Ecuación de reacción

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

potassium carbonate

2-Chloromethyl-quinoline

→

title compound

Rendimiento 69.6%

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

Rendimiento 69.6%

Disolventes

acetone

brine

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ethyl acetate, dried magnesium sulfate
2. 2
   Filtraciónfiltered
3. 3
   Concentraciónconcentrated
4. 4
   OtroPurification via combiflash MPLC

Procedimiento

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).

Fuente