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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642373Generated: October 29, 2026

Glycine → [(4-Bromo-7-hydroxy-2-phenyl-thiazolo[5,4-c]pyridine-6-carbonyl)-amino]-acetic acid

https://huagongshe.com/reaction/642373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycineHCID 750—
Reactant4-Bromo-7-hydroxy-2-phenyl-thiazolo[5,4-c]pyridine-6-carboxylic acid ethyl esterHCID 86617357—
SolventSodium methanolate methanolHCID 23694274—
Product[(4-Bromo-7-hydroxy-2-phenyl-thiazolo[5,4-c]pyridine-6-carbonyl)-amino]-acetic acidHCID 8661735967.1%

Reaction Steps

A mixture of 4-bromo-7-hydroxy-2-phenyl-thiazolo[5,4-c]pyridine-6-carboxylic acid ethyl ester (191 mg, 0.50 mmole) and glycine (1.33 g, 17.69 mmole) in 0.5 M sodium methoxide/methanol (25.3 ml) was refluxed for 28 h before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (120 ml) and extracted with dichloromethane (3×100 ml). The remaining aqueous layer was acidified to pH=2 with 1N HCl. The resulting precipitate was filtered, washed with water and dried in vacuo to give the title compound as a yellow solid (137 mg). MS: (+) m/z 408.12, 410.09 (M+1, 79Br/8tBr), (−) m/z 406.08, 408.05 (M−1, 79Br/81Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-35d337f7ce034e11b8f437629e20512e
Source noteuspto-grants-2010_04