戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 1877454作成日:2026年10月25日

Dichloromethane → 5-(9H-carbazol-4-yl)pyridine-2-carbonitrile

https://huagongshe.com/reaction/1877454

反応式

関与物質

役割名称HCID仕込み量
反応物DichloromethaneHCID 6344—
反応物Cesium carbonateHCID 10796—
反応物2-Cyanopyridine-5-boronic acid pinacol esterHCID 16414188—
反応物4-TrifluoromethanesulphonyloxycarbazoleHCID 58338323—
溶媒WaterHCID 962—
溶媒1,4-DioxaneHCID 31275—
生成物5-(9H-carbazol-4-yl)pyridine-2-carbonitrileHCID 5833817435.1%

反応手順

0.72 g of 2-cyano-5-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)pyridine, 3.3 g of caesium carbonate and 92 mg of 1,1′-bis(diphenyl-phosphino)ferrocenepalladium(II) dichloride as a complex with dichloromethane (1/1) [PdCl2(dppf).CH2Cl2] are successively added, under argon, to a solution of 0.8 g of 4-trifluoromethanesulphonyloxycarbazole, obtained in stage 1 of Example 1, in a mixture of 37 ml of dioxane and 12 ml of water. The reaction mixture is refluxed for 4 hours, cooled to ambient temperature, filtered through celite and concentrated under reduced pressure. The residue is subsequently 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 0.24 g of 5-(9H-carbazol-4-yl)pyridine-2-carbonitrile 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-706ae1abb02f4764b4715e4440b369f7
出典メモuspto-grants-2012_11