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HRID 1877457作成日:2026年10月25日

Cesium carbonate → 2-fluoro-4-{4-[6-(hydroxymethyl)pyridin-3-yl]-9H-carbazol-9-yl}benzonitrile

https://huagongshe.com/reaction/1877457

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1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
反応物4-Bromo-2-fluorobenzonitrileHCID 736029—
反応物[5-(9H-carbazol-4-yl)pyridin-2-yl]methanolHCID 67308755—
触媒palladium(II) acetateHCID 167845—
溶媒1,4-DioxaneHCID 31275—
生成物2-fluoro-4-{4-[6-(hydroxymethyl)pyridin-3-yl]-9H-carbazol-9-yl}benzonitrileHCID 6730718115.7%

反応手順

0.34 g of 4-bromo-2-fluorobenzonitrile, 1.4 g of caesium carbonate, 0.08 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 25 mg of palladium acetate are successively added, under argon, to a solution of 0.31 g of [5-(9H-carbazol-4-yl)pyridin-2-yl]methanol in 15 ml of dioxane. The reaction mixture is refluxed for 4 hours, cooled to ambient temperature, filtered through celite and concentrated under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (85/15 by volume), so as to give 70 mg of 2-fluoro-4-{4-[6-(hydroxymethyl)pyridin-3-yl]-9H-carbazol-9-yl}benzonitrile in the form of a yellow solid, the characteristics of which are the following:

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08309721B2
出典データセットuspto-grants-2012_11
ORD IDord-f7f49cf26e254caaa094f568e5c86aeb
出典メモuspto-grants-2012_11