Water → HCID 68014935, compound

Participants

Reaction Steps

To a solution of 5-methoxy-3-(1-phenyl-1H-pyrazol-5-yl)pyridazin-4-ol (21 mg) in DMF (0.5 mL) were added tetra n-butylammoniumiodide (9 mg) and 60% NaH oil mixture (4 mg) at 0° C., and the mixture was stirred as it was for 20 min. To the reaction mixture was added 2-(trifluoromethyl)benzyl bromide (24 mg), and the mixture was stirred at room temperature for 60 hr. To the reaction mixture was added water (0.5 mL), and the mixture was extracted with ethyl acetate (2 mL×2) (the extract was separated by an organic layer-separation filter). The extract was distilled by blowing air at 60° C., and the residue was dissolved in DMSO, and purified by preparative HPLC (column: YMC combiprep pro C18 RS, solvent: 10 mM NH4HCO3/MeCN). The obtained eluate containing the title compound was concentrated by blowing air at 60° C. to give the title compound (10.8 mg).

Provenance & Evidence