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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548809Generated: October 28, 2026

Ethanol → 6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/548809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant3-Chloro-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazineHCID 42629769—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
Product6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine-3-carboxylic acid ethyl esterHCID 4263025487%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 3-chloro-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine (200 mg, 0.66 mmol) in ethanol (3 mL) was added sodium carbonate (70 mg, 0.66 mmol), 1,1′-bis(diphenylphosphino)ferrocene (37 mg, 0.06 mmol) and palladium(II) acetate (15 mg, 0.06 mmol). The resulting mixture was stirred at 50° C. for 1 h under a carbon monoxide atmosphere. After cooling to room temperature it was filtered through Celite® and concentrated. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 60:40) afforded the title compound (196 mg, 87%) as a light yellow oil. MS: m/e=340.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943619B2
Source datasetuspto-grants-2011_05
ORD IDord-f860ad502c3f46a2b1529e451e4de175
Source noteuspto-grants-2011_05