Some common heterocyclic compound, 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, molecular formula is C6H4ClN3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 6-Chloroimidazo[1,2-b]pyridazine
General procedure: [0129] To a suspension of Zn powder (2.5 g, 38 mmol) in 1,4-dioxane (40 ml) was added iodine (0.9 mmol) and themixture was placed under an atmosphere of nitrogen. The benzyl bromide (19 mmol) was added in portions (after thefirst portion the mixture was gently heated to initiate reaction). Subsequent portions did not require heating and once allthe portions were added the mixture was allowed to stir at room temperature for 4 hours. After this time the mixture wasallowed to settle and the liquid was decanted from the excess Zinc and the resulting solution could be used immediatelyin the next reaction.[0130] A solution of the alkyl Zinc reagent (see note below) (2 eq.) was added to NiCl2dppp (10 mol %) under anatmosphere of nitrogen and the mixture was stirred at room temperature for 5 minutes. After this time the 6-chloroimidazo[1,2-b]pyridazine (1 eq.) was added as a solid in one portion and the mixture was heated at 50 C for 18 hours.The mixture was cooled to room temperature and a saturated aqueous solution of NH4Cl was added followed by EtOAc.The mixture was filtered through celite and the phases were separated. The organic phase was washed with brine, dried(MgSO4) and concentrated under reduced pressure and the residue was purified by column chromatography on silicagel (mixtures of Ethyl Acetate and Petroleum Ether
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6775-78-6, its application will become more common.
Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
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