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HRID 2079993作成日:2026年10月26日

Water → Isoquinoline-6-carbonitrile

https://huagongshe.com/reaction/2079993

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物DimethylformamideHCID 6228—
反応物Ethyl AcetateHCID 8857—
反応物6-BromoisoquinolineHCID 313681—
触媒Zinc cyanide (Zn(CN)2)HCID 11186—
触媒HCID 178418397HCID 178418397—
生成物Isoquinoline-6-carbonitrileHCID 2313070583%

反応条件

温度100 °C

反応手順

Next, to a solution of 6-bromoisoquinoline (382 mg, 1.84 mmol) in N,N-dimethylformamide (3.8 mL) were added zinc cyanide (431 mg, 3.67 mmol) and tetrakis(triphenylphosphine)palladium(0) (42 mg, 0.0367 mmol) under nitrogen atmosphere, and the mixture was stirred at 100° C. for 1 hour. Tetrakis(triphenylphosphine)palladium(0) (42 mg, 0.0367 mmol) was further added, and the mixture was stirred for 2.5 hours at 100° C. The reaction mixture was allowed to room temperature, ethyl acetate and water were added for extraction, the organic layer was washed with water and dried over anhydrous magnesium sulfate. The residue was purified by silica gel column chromatography (hexane:ethyl acetate), and isoquinoline-6-carbonitrile (234 mg, 83%) was obtained as a yellow solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07932272B2
出典データセットuspto-grants-2011_04
ORD IDord-fa825fb8627a471fbee2aa51e35456ec
出典メモuspto-grants-2011_04