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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 631Erstellt: 25. Oktober 2026

1-Methylpiperazine → 1-(3-Methoxy-5-nitrophenyl)-4-methylpiperazine

https://huagongshe.com/reaction/631

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-MethylpiperazineHCID 53167—
Edukt1-Bromo-3-methoxy-5-nitrobenzeneHCID 12299076—
ReagenzCesium carbonateHCID 10796—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorPalladium (II) acetateHCID 4144353—
LösungsmittelTolueneHCID 1140—
Produkt1-(3-Methoxy-5-nitrophenyl)-4-methylpiperazineHCID 6664273571,17%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

1-bromo-3-methoxy-5-nitrobenzene (116 mg, 0.5 mmol), 1-methylpiperazine (167 µl, 1.50 mmol), Palladium(II) acetate (11.23 mg, 0.05 mmol), BINAP (31.1 mg, 0.05 mmol), Cs2CO3 (326 mg, 1.00 mmol) and PhCH3 (10 mL) were added to a 100ml rb flask and heated at 150 °C for 1h. LCMS showed rxn done with desired product formed. Rxn was filtered and concentrated. The residue was purified by Gilson (CH3CN/Water 0-50% + 0.1%TFA) to get the desired product 1-(3-methoxy-5-nitrophenyl)-4-methylpiperazine (130 mg, 71.2 %).

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-088bd21d086a43258b728521904f368d
Quellennotiz750 AstraZeneca ELN dataset