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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1244385Erstellt: 25. Oktober 2026

Toluene → HCID 135457320, Verbindung

https://huagongshe.com/reaction/1244385

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktSodium CarbonateHCID 10340—
Edukt4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734624—
Edukt6-chloro-N-[(1R)-1-phenylethyl]pyrazin-2-amineHCID 58717082—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthyl AcetateHCID 8857—
ProduktHCID 135457320HCID 135457320—

Reaktionsschritte

Under a nitrogen atmosphere a mixture of 6-chloro-N-[(1R)-1-phenylethyl]pyrazin-2-amine (0.611 g, 2.61 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (0.785 g, 3.14 mmol), tetrakis(triphenylphosphine)palladium(0) (0.30 g, 0.26 mmol) and toluene (3 mL) was treated with 2M aqueous sodium carbonate solution (1.6 mL, 2.6 mmol). The resulting mixture was stirred vigorously whilst being heated under reflux for 24 hours. Once cool ethyl acetate was added and the mixture dried (MgSO4) and filtered. Removal of solvent in vacuo then yielded crude product, which was purified by column chromatography using dichloromethane:diethyl ether (99:1→90:10) as eluent: (0.619 g, 74%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07122550B2
Quelldatensatzuspto-grants-2006_10
ORD IDord-006e61b1256241248bb734e69d9c0492
Quellennotizuspto-grants-2006_10