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HRID 338421作成日:2026年10月25日

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

https://huagongshe.com/reaction/338421

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 2M 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US08889730B2
出典データセットuspto-grants-2014_11
ORD IDord-b2e3c0dfce8d493ba9c882e4b5fba6c7
出典メモuspto-grants-2014_11