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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695432Generated: November 4, 2026

Hydrochloric Acid → 5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid

https://huagongshe.com/reaction/1695432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 66643735HCID 66643735—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acidHCID 6664386292%

Reaction Steps

To 5-[3-(4-fluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (250 mg, 0.69 mmol) in THF (1.17 mL), methanol (391 μL) and water (1.17 mL) was added lithium hydroxide (33.8 mg, 1.4 mmol). The reaction mixture was stirred for 2 h at room temperature. Addition of aqueous hydrochloride solution (1 N, 25 mL) and extraction with ethyl acetate yielded the title compound (220 mg, 92%) as a light brown solid. MS: m/e=346.0 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163728B2
Source datasetuspto-grants-2012_04
ORD IDord-c374b3c5b72b45e3a62bda4c9cd4a1e0
Source noteuspto-grants-2012_04