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HRID 44906作成日:2026年10月23日

Dimethylformamide → 4-Chloro-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/ja/reaction/44906

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Sodium HydroxideHCID 14798—
反応物Methanesulfonyl chlorideHCID 31297—
反応物HCID 178526243HCID 178526243—
溶媒WaterHCID 962—
生成物4-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 11389493135.4%

反応条件

温度73 °C

反応手順

To a pink solution of 1H-pyrrolo[2,3-b]pyridine 7-oxide (2.47 g, 0.0184 mol) in dimethylformamide (DMF) (13.3 mL, 0.172 mol) was added methanesulfonyl chloride (4.0 mL, 0.052 mol) at 50° C., and the pink color changed to orange. The reaction mixture was heated at 73° C. for 2 h, then cooled to 40° C. Water (35 mL) was added, and the resulting suspension was cooled at 0° C. NaOH was added to adjust the pH of the mixture to about 7. The mixture was filtered and washed with water (×3) to give 3.8 g of a wet pale orange solid that was dried at 40° C. overnight to give the product (2.35 g, 82.2% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08541425B2
出典データセットuspto-grants-2013_09
ORD IDord-3e3c3a67cf724308be44647d8de12ac5
出典メモuspto-grants-2013_09