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HRID 1755335作成日:2026年10月25日

Cesium carbonate → Methyl 4-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate

https://huagongshe.com/reaction/1755335

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物Binap, (A+-)-HCID 634876—
反応物5,6-Dimethoxypyridin-2-amineHCID 46739148—
反応物Methyl 4-(8-bromoimidazo[1,2-b]pyridazin-6-yl)benzoateHCID 86682706—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒1,4-DioxaneHCID 31275—
生成物Methyl 4-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoateHCID 86682718141.3%

反応条件

温度100 °C

反応手順

A mixture of methyl 4-(8-bromoimidazo[1,2-b]pyridazin-6-yl)benzoate (0.3 g, 0.904 mmol), 5,6-dimethoxypyridin-2-amine (0.167 g, 1.084 mmol), Pd2(dba)3 (52 mg, 0.09 mmol), BINAP (225 mg, 0.362 mmol) and Cs2CO3 (0.884 g, 2.712 mmol) in dioxane (20 mL) was heated to 100° C. for 16 h in a sealed tube under N2 atmosphere. The mixture was cooled and concentrated in vacuo. The residue was purified by chromatography (silica, 10 g, 200-300 mesh, ethyl acetate:petroleum ether=1:3) to afford methyl 4-(8-(5,6-dimethoxypyridin-2-ylamino)imidazo[1,2-b]pyridazin-6-yl)benzoate (0.518 g) as a yellow solid containing unidentified impurities. LC-MS: [M+H]+=406, tR=1.766 min.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09169259B2
出典データセットuspto-grants-2015_10
ORD IDord-ca69b1522e704a6299a0b834f98f415d
出典メモuspto-grants-2015_10