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HRID 1897473作成日:2026年10月27日

Sodium Iodide → 5-(2,4-difluorophenoxy)-1-isobutyl-6-(piperidin-4-ylmethoxy)-1H-indazole

https://huagongshe.com/reaction/1897473

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium IodideHCID 5238—
反応物Potassium CarbonateHCID 11430—
反応物1-(tert-Butoxycarbonyl)-4-((p-toluenesulfonyloxy)methyl)piperidineHCID 10642851—
反応物5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-olHCID 136163662—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
溶媒DimethylformamideHCID 6228—
生成物5-(2,4-difluorophenoxy)-1-isobutyl-6-(piperidin-4-ylmethoxy)-1H-indazoleHCID 4261114039.3%

反応条件

温度70 °C

反応手順

To a solution of 5-(2,4-difluorophenoxy)-1-isobutyl-1H-indazol-6-ol (0.06 g, 0.19 mmol) and 4-(toluene-4-sulfonyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (0.08 g, 0.20 mmol) in DMF (3 mL) was added NaI (0.014 g, 0.009 mmol) and K2CO3 (0.08 g, 0.56 mmol). The reaction mixture was heated to 70° C. for 20 hours. The mixture was diluted with ether and water and the layers were separated. The aqueous layer was extracted with ether (2×) and the combined organic layers were washed with water and brine, and dried over Na2SO4. The crude mixture was concentrated under reduced pressure and purified by reverse phase HPLC. The desired fraction was concentrated to 0.037 g that was then treated with HCl (4N in dioxane) for 7 hours. The solvent was removed under reduced pressure and the final product was dried under high vacuum to obtain 0.031 g solid (37% yield). MS (APCI+) m/z 416 (M+1) detected.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08518983B2
出典データセットuspto-grants-2013_08
ORD IDord-fad0e35ec10e4fc48b85ad9a4d80eb5a
出典メモuspto-grants-2013_08