Hydrochloric Acid → HCID 57929863, compound

Participants

Reaction Conditions

Reaction Steps

The 5-(2,4-difluorophenyl)-4-(3-isopropyl-[1,2,4]triazolo[4,3-b]pyridazin-6-yl)-1H-pyrazol-3-amine (0.200 g, 0.563 mmol, Example #23) and zinc chloride (0.038 g, 0.281 mmol) were added to EtOH (1 mL). Concentrated HCl (1.0 mL, 33 mmol) was added followed by malonaldehyde bis(dimethyl acetal) (0.111 g, 0.675 mmol). The mixture was heated to about 80° C. for about 15 min then the mixture was poured onto ice and basified with 50% aqueous NaOH. The mixture was extracted with EtOAc then the organic solution was dried over MgSO4, filtered and concentrated under reduced pressure. The material was purified by flash chromatography on silica gel with DCM/MeOH (9:1) as an eluent to give the title compound (0.133 g, 60%): LC/MS (Table 1, Method a) Rt=3.05 min; MS m/z: 392.3 (M+H)+.

Provenance & Evidence