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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 389044Erstellt: 24. Oktober 2026

Sodium Carbonate → HCID 23624542, Verbindung

https://huagongshe.com/de/reaction/389044

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt(2H-1,3-benzodioxol-5-yl)boronic acidHCID 2734371—
Edukt3-Chloro-6-(4-cyclopropylpiperazin-1-yl)pyridazineHCID 61444150—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelAcetonitrileHCID 6342—
ProduktHCID 23624542HCID 23624542—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

3-Chloro-6-(4-cyclopropylpiperazin-1-yl)pyridazine (8.0 g, 33.5 mmol), acetonitrile (100 mL), 1 M sodium carbonate solution (100.5 mL, 100.5 mmol) and bis(triphenylphosphine)palladium(II) chloride (1.17 g, 1.67 mmol) were mixed and degassed in vacuo under nitrogen. 3,4-Methylenedioxybenzeneboronic acid (8.34 g, 50.3 mmol) was added and the mixture was heated to 80° C. for 16 h. The precipitated product was filtered and washed with acetonitrile and water, and dried in vacuo. The solid was suspended in methanol (500 mL) and 2,2 equivalents of a 4M HCl in dioxane solution was added. The formed solution was filtered, concentrated in vacuo and acetonitrile (100 mL) was added. The suspension was stirred for 1 h, filtered and the solid dried in vacuo to yield 3-(1,3-benzodioxol-5-yl)-6-(4-cyclopropylpiperazin-1-yl)pyridazine as a yellow powder, 11.4 g, 86%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08378097B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-98a5652ec5814fc58020b88c343717e9
Quellennotizuspto-grants-2013_02