Glycine → HCID 24757241, compound

Participants

Reaction Steps

A mixture of 4-butyl-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (41 mg, 0.12 mmol) and glycine (175 mg, 2.32 mmol) in 0.5 M sodium methoxide/methanol (4.4 mL) was refluxed for 48 h before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (20 mL) and extracted twice with methyl t-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 white solid (19 mg): 1H NMR (DMSO-d6, 200 MHz): δ=9.19 (br s, 1H), 8.17 (m, 2H), 7.63 (m, 3H), 4.05 (d, J=5.8 Hz, 2H), 3.33 (m, 2H), 1.88 (m, 2H), 1.41 (m, 2H), 0.97 (t, J=7.2 Hz, 3H); MS: (+) m/z 386.13 (M+1), (−) m/z 384.13 (M−1).

Provenance & Evidence