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HRID 632043作成日:2026年10月25日

Cesium carbonate → 6-(3-Chloro-phenyl)-5-cyclopropyl-pyridine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/632043

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物(3-Chlorophenyl)boronic acidHCID 2734323—
反応物6-Bromo-5-cyclopropyl-pyridine-2-carboxylic acid methyl esterHCID 86674750—
触媒HCID 178418807HCID 178418807—
溶媒1,4-DioxaneHCID 31275—
生成物6-(3-Chloro-phenyl)-5-cyclopropyl-pyridine-2-carboxylic acid methyl esterHCID 7108793671%

反応条件

温度110 °C

反応手順

6-Bromo-5-cyclopropyl-pyridine-2-carboxylic acid methyl ester (0.1 g, 0.4 mmol), 3-chlorophenylboronic acid (CAN 63503-60-6, 0.08 g, 0.5 mmol), 1,1′-bis(diphenylphosphino)-ferrocene-palladium(II)dichloride methylene chloride adduct (CAN 95464-05-4, 50 mg) and cesium carbonate (CAN 534-17-8, 0.2 g, 0.6 mmol) was added into 1,4-dioxane (10 mL) under nitrogen atmosphere. The mixture was stirred for 12 h at 110° C. Subsequently, the mixture was concentrated to give crude product. The crude product was purified by a flash column chromatography (silica gel, 5 g, 20% ethyl acetate in petroleum ether) to give product (80 mg, 71%); MS: (EI) m/e 288.1 [M+H]+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09321727B2
出典データセットuspto-grants-2016_04
ORD IDord-a51bfaf1266943c6bb2744fc7c38ac62
出典メモuspto-grants-2016_04