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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1348692Generated: October 31, 2026

Hydrochloric Acid → 4-carboxy-6-(3-fluoro-4-methylphenyl)-2-isobutyl-2H-pyridazin-3-one

https://huagongshe.com/reaction/1348692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant6-(3-fluoro-4-methylphenyl)-2-isobutyl-4-methoxycarbonyl-2H-pyridazin-3-oneHCID 21991492—
SolventMethanolHCID 887—
Product4-carboxy-6-(3-fluoro-4-methylphenyl)-2-isobutyl-2H-pyridazin-3-oneHCID 2199148193.8%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of 6-(3-fluoro-4-methylphenyl)-2-isobutyl-4-methoxycarbonyl-2H-pyridazin-3-one (5.27 g, 16.6 mmol) in methanol (50 mL) was added a 2 mol/L aqueous sodium hydroxide (50 mL), and the mixture was stirred at 60° C. for 15 minutes. The temperature of the reaction mixture was allowed to drop back to room temperature, and then, water was added. After the system was acidified with concentrated hydrochloric acid, the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from chloroform-hexane to yield the title compound as colorless fine-needles (4.73 g, 93.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07211577B2
Source datasetuspto-grants-2007_05
ORD IDord-20242d8b26f34fccab1bb4742a19b354
Source noteuspto-grants-2007_05