3-Bromothieno[2,3-b]pyridine → 3-(3-Bromo-thieno[2,3-b]pyridin-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine

참여 물질

반응 조건

반응 단계

214 mg of 3-Bromo-thieno[2,3-b]pyridine (1.0 mmol) is dissolved in 1.5 ml of dry THF and cooled to −78° C. 0.44 ml of n-butyl lithium 2.5M in hexane is added slowly and stirred at −78° C. for 10 min. 2.2 ml of 0.5 M ZnCl2 in THF (1.1 mmol) is added and stirred at room temperature for 20 min. 274 mg of 8-(1-ethyl-propyl)-3-iodo-2,6-dimethyl-imidazo[1,2-b]pyridazine (0.8 mmol) and 33 mg of PdCl2(dppf) (0.04 mmol) are added. The reaction vial is capped and heated at 80° C. for 3 days. The reaction is filtered and applied onto a silica-gel chromatography column (Hexane: AcOEt=8:1) to give 49 mg of the 3-(3-bromo-thieno[2,3-b]pyridin-2-yl)-8-(1-ethyl-propyl)-2,6-dimethyl-imidazo[1,2-b]pyridazine (11%) and 33 mg of reduced compound, 8-(1-ethyl-propyl)-2,6-dimethyl-3-thieno[2,3-b]pyridin-2-yl-imidazo[1,2-b]pyridazine, (9%).

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