Discovery of 6-Chloroimidazo[1,2-b]pyridazine

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6775-78-6, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6775-78-6, name is 6-Chloroimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below.

Step 1: 4-boronobenzoic acid (11.88 g, 71.61 mmol), K3P04 (27.60 g, 13.02 mmol) and Pd(PPh3)4 (3.75 g, 3.25 mmol) were added sequentially to a solution of 6-chloroimidazo[l,2- b]pyridazine (10 g, 65.10 mmol) in a mixture of l,4-dioxane/H20 (250:50 mL) at room temperature under argon atmosphere. The reaction mixture was refluxed for 6 h and was diluted with water (100 mL) and extracted with EtOAc (3×100 mL). The combined aqueous layer was acidified to pH 2 using citric acid. The precipitate was isolated by filtration and dried under reduced pressure to afford 4-(imidazo[ 1 ,2-b]pyridazin-6-yl)benzoic acid (4.5 g, 57%) as an off-white solid.1H NMR (400 MHz, DMSO-a?6) delta 13.01 (bs, 1H), 8.04 (s, 1H), 8.3-8.01 (m, 5H), 7.85 (d, J= 7.2 Hz, 2H); MS (ESI) m/z 240 [M+ H]+.

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Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
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