Glycine → HCID 135745068, compound

Participants

Reaction Steps

A mixture of 7-hydroxy-2-phenyl-4-thiazol-2-yl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (25 mg, 0.06 mmole) and glycine (96 mg, 1.28 mmole) in 0.5 M sodium methoxide/methanol (2.4 ml) was refluxed for 3 days before it was cooled to room temperature and concentrated in vacuo. It was dissolved in water (25 ml) and extracted with dichloromethane (2×50 ml). The remaining aqueous solution was acidified to pH=2 with 0.1 N HCl (1.8 ml). The resulting suspension was extracted with isopropanol/chloroform (50 ml, 1:3) dichloromethane, washed with brine, dried over sodium sulfate and concentrated in vacuo to give a yellow solid which was further purified by MPLC on a C18 column with a gradient of formic acid, acetonitrile and water to give the title compound as a yellow solid (8 mg). 1H NMR (DMSO-d6, 200 MHz): δ=8.21 (m, 2H), 8.01 (m, 1H), 7.89 (m, 1H), 7.63 (m, 3H), 6.51 (m, 1H), 4.10 (d, J=5.4 Hz, 2H); MS: (+) m/z 413.22 (M+1).

Provenance & Evidence