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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408388Generated: October 25, 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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
Reactant8-HydroxyquinolineHCID 1923—
ReactantPotassium CarbonateHCID 11430—
Reactant6-methylpyridazin-3(2H)-oneHCID 83346—
Reactant6-(3,5-difluorophenyl)-2-(3-iodobenzyl)-2H-pyridazin-3-oneHCID 59484833—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-yl-methyl]phenyl}-3-methyl-6H-pyridazin-6-oneHCID 59484847—

Reaction Conditions

Temperature120 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921357B2
Source datasetuspto-grants-2014_12
ORD IDord-dc5bc57d95c44ce3aef677097a96c5c1
Source noteuspto-grants-2014_12