Water → 6-(1-(2,6-Dichlorophenyl)-3-(2,4-difluorophenyl)-1H-pyrazol-4-yl)-3-isopropyl-[1,2,4]triazolo[4,3-b]pyridazine

Participants

Reaction Conditions

Reaction Steps

The 1-(2,4-difluorophenyl)-2-(3-isopropyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)ethanone (0.200 g, 0.632 mmol, Preparation #K.1) in EtOH (2 mL) was treated with (2,6-dichlorophenyl)hydrazine hydrochloride (0.148 g, 0.696 mmol) then the mixture was heated at about 85° C. for about 10 min. The mixture was cooled then N,N-dimethylformamide dimethyl acetal (1.50 mL, 11.2 mmol) was added and the mixture was heated to about 85° C. for about 1 h. The mixture was cooled then water (2 mL) was added and the mixture was heated to about 60° C. for about 20 min. The mixture was then allowed to cool to ambient temperature then purified by RP-HPLC (Table 1, Method f) to give the title compound (0.107 g, 35%): LC/MS (Table 1, Method g) Rt=2.93 min; MS m/z: 485.2 (M+H)+.

Provenance & Evidence