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HRID 77701作成日:2026年10月25日

3-Nitrophenylboronic Acid → 3-Fluoro-N-(6-methyl-3'-nitrobiphenyl-3-yl)-5-(trifluoromethyl)benzamide

https://huagongshe.com/reaction/77701

反応式

関与物質

役割名称HCID仕込み量
反応物3-Nitrophenylboronic AcidHCID 1677—
反応物Potassium CarbonateHCID 11430—
反応物3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamideHCID 69044093—
触媒HCID 178418397HCID 178418397—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物3-Fluoro-N-(6-methyl-3'-nitrobiphenyl-3-yl)-5-(trifluoromethyl)benzamideHCID 6904532197.8%

反応手順

(3-Nitrophenyl)boronic acid (1.7 g, 10.0 mmol) was mixed with 3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamide (4.30 g, 10.2 mmol) and potassium carbonate (2.5 g, 18 mmol) in toluene (75.00 mL), ethanol (11.00 mL) and water (10.00 mL) and was degassed. To the mixture was added tetrakis(triphenylphosphine)palladium(0) (0.50 g, 0.43 mmol) and the resulting mixture was heated to reflux for 18 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and then concentrated in vacuo. The residue was purified by column chromatography using 20% EtOAc/hexanes to give the product (4.09 g, 96% yield). MS (EI) m/z=419 (M+H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08841318B2
出典データセットuspto-grants-2014_09
ORD IDord-442af3d882b14a718fe0e589c8f5dd08
出典メモuspto-grants-2014_09