Toluene → HCID 19436793, compound

Participants

Reaction Steps

1-(Tetrahydro-2H-pyran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-ol (2.37 g, 0.010 mole), 3-chloro-5-methoxypyridazine (1.39 g, 0.0096 mole), toluene (60 mL), and 2,6 lutidine (1.5 g, 0.014 mole) were heated and held at reflux for 3 hours. The mixture was cooled, diluted with 100 mL of dichloromethane, and washed with 1% hydrochloric acid followed by 1% sodium hydroxide solution. The washed solution was dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed on silica gel using ethyl acetate/cyclohexane to give 5-methoxy-3-[[1-(tetrahydro-2H-pyran-2-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]oxy]pyridazine (1.96 g, 59% yield) as a white solid.

Provenance & Evidence