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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1408388Erstellt: 27. Oktober 2026

Ammonia → 1-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-yl-methyl]phenyl}-3-methyl-6H-pyridazin-6-one

https://huagongshe.com/reaction/1408388

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
Edukt8-HydroxyquinolineHCID 1923—
EduktPotassium CarbonateHCID 11430—
Edukt6-methylpyridazin-3(2H)-oneHCID 83346—
Edukt6-(3,5-difluorophenyl)-2-(3-iodobenzyl)-2H-pyridazin-3-oneHCID 59484833—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt1-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-yl-methyl]phenyl}-3-methyl-6H-pyridazin-6-oneHCID 59484847—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

3.2 14.3 mg (0.08 mmol) of copper(I) iodide, 76 mg (0.55 mmol) of potassium carbonate and 11 mg (0.08 mmol) of 8-hydroxyquinoline are added to a solution of 212 mg (0.50 mmol) of 6-(3,5-difluorophenyl)-2-(3-iodobenzyl)-2H-pyridazin-3-one and 55.1 mg (0.5 mmol) of 6-methylpyridazin-3(2H)-one in 2 ml of DMF, and the mixture is heated at 120° C. for 24 hours. The reaction mixture is allowed to cool, and 10% aqueous ammonia solution and ethyl acetate are added. The resultant precipitate is filtered off with suction, washed with water and dried. The residue is boiled in ethyl acetate, filtered off with suction and washed with ethyl acetate. The residue is dried in vacuo: 1-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}-3-methyl-6H-pyridazin-6-one (“A8”) as brownish crystals; ESI 407.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08921357B2
Quelldatensatzuspto-grants-2014_12
ORD IDord-dc5bc57d95c44ce3aef677097a96c5c1
Quellennotizuspto-grants-2014_12