Sodium Hydroxide → {6-[4-(6,7-Dimethoxy-quinolin-4-yloxy)-phenyl]-pyridazin-3-yl}-phenyl-amine

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(6-phenylamino-pyridazin-3-yl)-phenol (Step 3, 0.25 g, 0.95 mmol), 4-chloro-6,7-dimethoxy-quinoline (0.212 g, 0.95 mmol), Cu powder 0.1 g) and NaOH pellet (0.1 g) in DMF/pyridine (1.5 mL/1.5 mL) was heated in a microwave (CEM Discover, 60 W, 120° C., ramp 12 min, hold 18 min). The reaction mixture was then diluted with 50 mL of EtOAc and washed with 20 mL of water followed by brine (20 mL). The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude product was purified by column (50% EtOAc/hexane to EtOAc) to afford the title compound as a white solid. MS (ESI pos. ion) m/z: 451.2(M+H). Calc'd Exact Mass for C27H23N4O3: 450.49.

Provenance & Evidence