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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388178Generated: October 31, 2026

Hydrochloric Acid → {[3-(4-Fluoro-phenyl)-7-hydroxy-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid

https://huagongshe.com/reaction/2388178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantGlycineHCID 750—
ReactantSodium ethoxideHCID 2723922—
ReactantEthyl 3-(4-fluorophenyl)-7-hydroxyisoxazolo[4,5-c]pyridine-6-carboxylateHCID 67530129—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product{[3-(4-Fluoro-phenyl)-7-hydroxy-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acidHCID 4263575757.9%

Reaction Steps

Ethyl 3-(4-fluorophenyl)-7-hydroxyisoxazolo[4,5-c]pyridine-6-carboxylate (0.11 g, 0.36 mmol) was dissolved in 10 mL of DMF. Glycine (0.55 g, 7.28 mmol) and sodium ethoxide (0.37 g, 5.46 mmol) were added and the mixture was refluxed for 14 h. The mixture was cooled to room temperature and diluted with 60 mL of water. Concentrated hydrochloric acid was added dropwise until pH was 3. The resulting suspension was filtered and the solid was dried under vacuum to give 69 mg of the title compound. MS: (+) m/z 332.00 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-b9ce2c59050c4328a1264c711904183c
Source noteuspto-grants-2012_09