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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388198Generated: October 28, 2026

Hydrochloric Acid → [(7-Hydroxy-3-pyridin-4-yl-isoxazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acid

https://huagongshe.com/reaction/2388198

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantGlycineHCID 750—
ReactantSodium ethoxideHCID 2723922—
ReactantHCID 67529597HCID 67529597—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product[(7-Hydroxy-3-pyridin-4-yl-isoxazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acidHCID 4263306228.9%

Reaction Steps

Ethyl 7-hydroxy-3-(pyridin-4-yl)isoxazolo[4,5-c]pyridine-6-carboxylate (95 mg, 0.33 mmol) was dissolved in 10 mL of DMF. Glycine (500 mg, 6.67 mmol) and sodium ethoxide (340 mg, 5.0 mmol) were added and the mixture was refluxed for 2 h. The mixture was cooled to room temperature and diluted with 50 mL of water. Concentrated hydrochloric acid was added dropwise until pH was 3. EtOAc (50 mL) was added to the resulting suspension, and the mixture was transferred to a separatory funnel. The aqueous layer was removed, and the organic layer, which contained an insoluble solid, was filtered. The solid was dried under vacuum to give 30 mg of the title compound. MS: (+) m/z 315.34 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-1b8d80cda14d42569d980ba5874576df
Source noteuspto-grants-2012_09