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

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A mixture of 4-cyano-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (39 mg, 0.12 mmole) and glycine (182 mg, 2.41 mmole) in 0.5 M sodium methoxide/methanol (4.6 ml) was refluxed for 28 hours before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (15 ml) and extracted twice with methyl tert-butyl ether. The remaining aqueous layer was acidified to pH=3 with 1N HCl (3.5 ml). The solid precipitate was filtered, washed with water and dried in vacuo to give the title compound as a yellow solid (34 mg). 1H NMR (DMSO-d6, 200 MHz): δ=9.73 (br s, 1H), 8.20 (m, 2H), 7.66 (m, 3H), 4.02 (d, J=6.2 Hz, 2H); MS: (−) m/z 352.82 (M−1).

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