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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388231Generated: October 29, 2026

Glycine → {[7-Hydroxy-3-(4-methoxy-phenyl)-4-pyrazol-1-ylmethyl-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acid

https://huagongshe.com/reaction/2388231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycineHCID 750—
ReactantSodium MethoxideHCID 10942334—
ReactantEthyl 4-((1H-pyrazol-1-yl)methyl)-7-hydroxy-3-(4-methoxyphenyl)isoxazolo[4,5-c]pyridine-6-carboxylateHCID 67529978—
Product{[7-Hydroxy-3-(4-methoxy-phenyl)-4-pyrazol-1-ylmethyl-isoxazolo[4,5-c]pyridine-6-carbonyl]-amino}-acetic acidHCID 4263343668.9%

Reaction Steps

Ethyl 4-((1H-pyrazol-1-yl)methyl)-7-hydroxy-3-(4-methoxyphenyl)isoxazolo[4,5-c]pyridine-6-carboxylate (19 mg, 0.048 mmol) and glycine (181 mg, 2.41 mmol) were added to sodium methoxide solution (3.6 mL, 1.81 mmol, 0.5 M in MeOH) and the mixture was refluxed for 3 days. The mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was dissolved in 10 mL of water, and washed with EtOAc. The aqueous layer was acidified to pH 3 with 4M hydrochloric acid and extracted with EtOAc. The organic layer was dried over MgSO4 and concentrated to give 14 mg of the title compound. MS: (+) m/z 424.31 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-0d1dcc7b6de24588a9c63242cafdc0f8
Source noteuspto-grants-2012_09