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HRID 1877478作成日:2026年10月26日

Cesium carbonate → 4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrile

https://huagongshe.com/reaction/1877478

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4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazoleHCID 67308644—
触媒palladium(II) acetateHCID 167845—
溶媒1,4-DioxaneHCID 31275—
生成物4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrileHCID 6730919664.6%

反応手順

1.08 g of 4-bromo-2-fluorobenzonitrile, 4.48 g of caesium carbonate, 0.25 g of (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphane) and 0.08 g of palladium acetate are successively added, under argon, to a solution of 1.27 g of 4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazole in 100 ml of dioxane. The reaction mixture is refluxed for 2 and a half 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 (80/20 by volume), so as to give 1.1 g of 4-{4-[5-(benzyloxy)pyridin-3-yl]-9H-carbazol-9-yl}-2-fluorobenzonitrile in the form of a colourless oil, 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-79273cafb8e84b1fa9699b19c630ebad
出典メモuspto-grants-2012_11