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HRID 1890673作成日:2026年10月25日

6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-2-one → 6-(6-(3-(3-Fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one

https://huagongshe.com/reaction/1890673

反応式

関与物質

役割名称HCID仕込み量
反応物6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-2-oneHCID 46739162—
反応物4-(3-Bromoimidazo[1,2-b]pyridazin-6-yl)-3-(3-fluorophenyl)morpholineHCID 58335779—
触媒Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
溶媒Sodium CarbonateHCID 10340—
溶媒1,4-DioxaneHCID 31275—
生成物6-(6-(3-(3-Fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)indolin-2-oneHCID 44520265—

反応条件

温度150 °C

反応手順

In step 2-6, a suspension of 4-(3-bromoimidazo[1,2-b]pyridazin-6-yl)-3-(3-fluorophenyl)morpholine (25 mg, 0.067 mmol), 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one (34 mg, 0.13 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (2.7 mg, 0.0033 mmol) in 3 mL of 1,4-dioxane and 0.5 mL of 2.0M sodium carbonate was bubbled with nitrogen and heated to 150° C. and stirred for 20 hours. The solution was cooled to room temperature and purified with HPLC to afford 6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one (2-6) as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08507488B2
出典データセットuspto-grants-2013_08
ORD IDord-61b1b3f61bce454a81173ef9510207b5
出典メモuspto-grants-2013_08