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HRID 969726作成日:2026年10月27日

Hydrochloric Acid → 2-Chloro-6-propylimidazo[1,2-b]pyridazine

https://huagongshe.com/reaction/969726

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物TetrahydrofuranHCID 8028—
反応物2,6-Dichloroimidazo[1,2-b]pyridazineHCID 14422358—
反応物HCID 178455869HCID 178455869—
触媒HCID 178418476HCID 178418476—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物2-Chloro-6-propylimidazo[1,2-b]pyridazineHCID 23028095—

反応条件

温度80 °C

反応手順

Under a nitrogen stream, a solution of n-propylzinc bromide in tetrahydrofuran (0.5 M, 7.98 ml, 3.99 mmol) was diluted with toluene (5.0 ml), and 2,6-dichloroimidazo[1,2-b]pyridazine (0.50 g, 2.66 mmol) and bis(triphenylphosphine)palladium(II) dichloride (0.19 g, 0.27 mmol) were added thereto, and the reaction mixture was stirred for 2 hours at 80° C. After cooling, to the reaction mixture was added cold water (50 ml), acidified with dilute hydrochloric acid, extracted with ethyl acetate, and the extracts were washed with dilute hydrochloric acid, a saturated saline, an aqueous saturated sodium bicarbonate solution and a saturated saline in this order. The resulting organic layer was dried over anhydrous magnesium sulfate, filtrated and concentrated. The concentrated residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:7) to give the title compound as white crystals. The yield was 0.31 g (59.6%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07307165B2
出典データセットuspto-grants-2007_12
ORD IDord-f38b27477ba748549e40efb5c42ed7b5
出典メモuspto-grants-2007_12