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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2069751Erstellt: 24. Oktober 2026

Potassium Carbonate → 2-(3-Bromo-2-methyl-phenyl)-6-dimethylamino-2H-isoquinolin-1-one

https://huagongshe.com/de/reaction/2069751

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2,6-DibromotolueneHCID 34681—
Edukt6-(Dimethylamino)-1,2-dihydroisoquinolin-1-oneHCID 57424142—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt2-(3-Bromo-2-methyl-phenyl)-6-dimethylamino-2H-isoquinolin-1-oneHCID 5921650544,4%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

6-Dimethylamino-2H-isoquinolin-1-one (50 mg, 0.27 mmol), cuprous iodide (10 mg, 0.053 mmol), and potassium carbonate (37 mg, 0.27 mmol) were deposited in sealed vessel. 3 mL DMSO and 2,6-dibromotoluene (133 mg, 0.532 mmol) were added. Argon was bubbled through the mixture for 2 minutes and the lid was tightly closed. This was heated at 150° C. for 5 hours. The resulting mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, concentrated in vacuo, and purified by flash chromatography (30% ethyl acetate/hexanes) to yield 2-(3-Bromo-2-methyl-phenyl)-6-dimethylamino-2H-isoquinolin-1-one (43 mg, 0.12 mmol). MS (ESI) 357 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08299077B2
Quelldatensatzuspto-grants-2012_10
ORD IDord-6c8ecd7061f348bf8365e466179f082d
Quellennotizuspto-grants-2012_10