Glycine → HCID 135879557, compound

Participants

Reaction Steps

A mixture of 4-hydroxy-3-phenyl-isoxazolo[5,4-c]pyridine-5-carboxylic acid ethyl ester (61 mg, 0.21 mmol), glycine (322 mg, 4.29 mmol), and a 0.5 M solution of sodium methoxide in methanol (8.1 ml) was refluxed for 20 h before it was cooled to room temperature and concentrated in vacuo. The residue was dissolved in water (15 ml) and the solution was extracted with methyl t-butyl ether (2×20 ml). The remaining aqueous layer was acidified to pH=3 with 1N HCl. The resulting precipitate was filtered, washed with water and dried in vacuo to give the title compound as a white solid (26 mg): 1H NMR (DMSO-d6, 200 MHz): δ=9.47 (br s, 1H), 8.82 (s, 1H), 8.04 (m, 2H), 7.59 (m, 3H), 4.01 (d, J=6.4 Hz, 2H); MS: (+) m/z 314.07 (M+1), (−) m/z 312.20 (M−1).

Provenance & Evidence