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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388170Generated: November 2, 2026

Hydrochloric Acid → (S)-2-[(7-Hydroxy-3-phenyl-isoxazolo[4,5-c]pyridine-6-carbonyl)amino]-propionic acid

https://huagongshe.com/reaction/2388170

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantL-AlanineHCID 5950—
ReactantSodium ethoxideHCID 2723922—
ReactantHCID 67530168HCID 67530168—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product(S)-2-[(7-Hydroxy-3-phenyl-isoxazolo[4,5-c]pyridine-6-carbonyl)amino]-propionic acidHCID 4263575579.4%

Reaction Steps

Ethyl 7-hydroxy-3-phenylisoxazolo[4,5-c]pyridine-6-carboxylate (0.1 g, 0.35 mmol) was dissolved in 10 mL of DMF. L-Alanine (0.627 g, 7.04 mmol) and sodium ethoxide (0.36 g, 5.28 mmol) were added and the mixture was refluxed for 3 h. The mixture was cooled to room temperature and diluted with 70 mL of water. Concentrated hydrochloric acid was added dropwise until pH was 2. The resulting suspension was filtered and the solid dried under vacuum to give 91 mg of the title compound. MS: (+) m/z 328.00 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-8f53663229d84adfa290d93211bbecc5
Source noteuspto-grants-2012_09