反应详情

A mixture of [(4-ethynyl-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carbonyl)-amino]-acetic acid (52 mg, 0.15 mmole), mercury sulfate (44 mg, 0.15 mmole), concentrated sulfuric acid (19 mg, 0.19 mmole) in 80% aqueous acetone (1.6 ml) was refluxed for 2 h before it was cooled to room temperature and concentrated. The residue was washed with water and filtered. The remaining solid was dissolved in 0.5 N NaOH (15 ml) and extracted with dichloromethane (2×20 ml). The remaining aqueous layer was acidified with 1N HCl (8 ml) to pH=2. The suspension was extracted with ethyl acetate (20 ml) and dichloromethane (20 ml). The organic layer was combined, concentrated and purified by column chromatography on a C18 column with a gradient of water and acetonitrile in formic acid to give the title compound as a yellow solid (24 mg): MS: (+) m/z 372.24 (M+1), MS: (−) m/z 370.27 (M−1).

1. temperaturewas refluxed for 2 h before it
2. concentrationconcentrated
3. washThe residue was washed with water
4. filtrationfiltered
5. dissolutionThe remaining solid was dissolved in 0.5 N NaOH (15 ml)
6. extractionextracted with dichloromethane (2×20 ml)
7. extractionThe suspension was extracted with ethyl acetate (20 ml) and dichloromethane (20 ml)
8. concentrationconcentrated
9. custompurified by column chromatography on a C18 column with a gradient of water and acetonitrile in formic acid