戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 1054764作成日:2026年10月27日

Potassium Carbonate → 2-[4-(6-chloro-3-formyl-1H-indol-5-yl)phenoxy]-N-methylacetamide

https://huagongshe.com/reaction/1054764

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物2-(4-bromophenoxy)-N-methylacetamideHCID 7535023—
反応物methyl 6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole-3-carboxylateHCID 86698665—
生成物2-[4-(6-chloro-3-formyl-1H-indol-5-yl)phenoxy]-N-methylacetamideHCID 8669875672.9%

反応条件

温度90 °C

反応手順

To the slurry of methyl-6-chloro-5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-1H-indole-3-carboxylate (240 mg, 1.0 mmol) was added 2 M potassium carbonate (2.5 mL, 5.0 mmol), 2-(4-bromophenoxy)-N-methylacetamide (240 mg, 1.00 mmol) and PddppfCl2 (50 mg, 0.061 mmol). The sealed vial was heated to 90° C. for 30 min. The reaction was cooled to room temperature and quenched with water (20 mL), and then washed three times with ethyl acetate (20 mL). The combined organics were dried and concentrated to give the title compound (250 mg, 55% yield) as a yellow solid that was used without further purification. 1H NMR (400 MHz, DMSO-d6) δ 9.94 (s, 1H), 8.37 (d, 1H), 8.02 (s, 1H), 7.68 (s, 1H), 7.38 (d, 2H), 7.05 (d, 2H), 4.52 (s, 2H), 2.68 (d, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09394285B2
出典データセットuspto-grants-2016_07
ORD IDord-afc1d5eae2534beeb0de762c66178d6b
出典メモuspto-grants-2016_07