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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642282Generated: October 30, 2026

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

https://huagongshe.com/reaction/642282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycineHCID 750—
Reactant7-Hydroxy-2,4-diphenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl esterHCID 68428039—
SolventSodium methanolate methanolHCID 23694274—
Product[(7-Hydroxy-2,4-diphenyl-thiazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acidHCID 2475706696.6%

Reaction Steps

A mixture of 7-hydroxy-2,4-diphenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (45 mg, 0.12 mmol) and glycine (179 mg, 2.38 mmol) in 0.5 M sodium methoxide/methanol (4.5 mL) was refluxed for four days before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (20 mL) and extracted twice with dichloromethane. The remaining aqueous layer was acidified to pH=3 with 1N HCl (3 mL). The suspension was extracted with ethyl acetate (2×25 mL). The organic layer was dried over sodium sulfate and concentrated in vacuo to give the title compound as a yellow solid (47 mg): 1H NMR (DMSO-d6, 200 MHz): δ=9.46 (t, 1H), 8.68 (m, 2H), 8.22 (m, 2H), 7.65 (m, 6H), 4.09 (m, 2H); MS: (+) m/z 406.0 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-5c4cd24530834db2928ddf469d5144d9
Source noteuspto-grants-2010_04