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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1182705Erstellt: 25. Oktober 2026

Potassium Carbonate → 2-Butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)isoindolin-1-one

https://huagongshe.com/reaction/1182705

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktSodium HydroxideHCID 14798—
Edukt2-Butyl-5-hydroxyisoindolin-1-oneHCID 13897384—
Edukt(2,6-Dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonateHCID 86658032—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)isoindolin-1-oneHCID 5338559419,6%

Reaktionsschritte

2-Butyl-5-hydroxyisoindolin-1-one (366 mg, 1.78 mmol), K2CO3 (493 mg, 3.57 mmol) and KI (296 mg, 1.78 mmol) were added to a solution of (2,6-dimethyl-4-phenylpyridin-3-yl)methyl methanesulfonate (520 mg, 1.78 mmol) in DMF (18 mL). After stirring overnight at room temperature (rt), water was added and the pH was adjusted to 13-14 using aqueous NaOH (1 M). The reaction mixture was extracted with EtOAc, the combined organic layers were washed with water, dried with MgSO4 and the solvent was removed in vacuo. Purification by flash chromatography (DCM/MeOH, gradient 1-5% MeOH) provided 2-butyl-5-((2,6-dimethyl-4-phenylpyridin-3-yl)methoxy)isoindolin-1-one (140 mg, 19%). ESI-MS [M+H]+=401.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08664214B2
Quelldatensatzuspto-grants-2014_03
ORD IDord-978a909e9d234bf69e6dc4e4bb57ef7b
Quellennotizuspto-grants-2014_03