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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2079993Erstellt: 25. Oktober 2026

Water → Isoquinoline-6-carbonitrile

https://huagongshe.com/reaction/2079993

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
EduktEthyl AcetateHCID 8857—
Edukt6-BromoisoquinolineHCID 313681—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
KatalysatorHCID 178418397HCID 178418397—
ProduktIsoquinoline-6-carbonitrileHCID 2313070583%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07932272B2
Quelldatensatzuspto-grants-2011_04
ORD IDord-fa825fb8627a471fbee2aa51e35456ec
Quellennotizuspto-grants-2011_04