HCID 86692118, compound → HCID 86692119, compound

Participants

Reaction Conditions

Reaction Steps

311 mg (0.6 mmol) {1-[4-(3-Bromo-7-phenyl-imidazo[1,2-b]pyridazin-6-yl)-phenyl]-cyclobutyl}-carbamic acid tert.-butyl ester, intermediate example Int-2-1, were dissolved in 6.2 mL THF. After addition of 6 mL (3 mmol) of 3-(cyanophenyl)zinc iodide (0.5M solution in THF) and 23 mg (0.03 mmol) bis(diphenylphosphino)ferrocenedichloropalladium(II) the reaction mixture was heated for 40′ in the microwave at 100° C. Additional 6 mL (3 mmol) of 3-(cyanophenyl)zinc iodide (0.5M solution in THF) and 46 mg (0.06 mmol) catalysator were added and the mixture was heated in the microwave for an additional hour at 100° C. The reaction mixture was poured on water (100 mL) and extracted twice with ethyl acetate (100 mL each). The combined organic extracts were washed with water and dried over sodium sulfate. After filtration and evaporation of the solvent the residue was purified by chromatography on silicagel (eluents: dichloromethane/methanol) yielding 121 mg of the desired compound which however were strongly contaminated.

Provenance & Evidence