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HRID 33532作成日:2026年10月24日

Cesium carbonate → Methyl 5-(4-chlorophenyl)nicotinate

https://huagongshe.com/ja/reaction/33532

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4-Chlorophenylboronic acidHCID 74299—
反応物Methyl 5-bromopyridine-3-carboxylateHCID 699336—
触媒HCID 178418397HCID 178418397—
溶媒DimethylformamideHCID 6228—
生成物Methyl 5-(4-chlorophenyl)nicotinateHCID 2009985179.4%

反応条件

温度80 °C

反応手順

81 mg (0.07 mmol)Pd(PPh3)4 was added under argon at room temperature to a solution of 1.0 g (4.63 mmol) methyl-5-bromo-pyridine-3-carboxylate in 23 ml N,N-dimethylformamide and the mixture was heated to 80° C. Then 2.26 g (6.94 mmol) cesium carbonate and 0.84 g (5.09 mmol) of 4-chlorophenyl boronic acid were added and the mixture was stirred at 80° C. over night. The reaction mixture was cooled to room temperature, filtered, and the filtrate evaporated. The residue was taken up with ethyl acetate, washed twice with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 0.91 g (69%) of 5-(4-Chloro-phenyl)-nicotinic acid methyl ester

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07429605B2
出典データセットuspto-grants-2008_09
ORD IDord-d21b1b9b18a44c7d998890a5a019e51c
出典メモuspto-grants-2008_09