反应详情

温度

80 °C

A mixture of 5-methyl-[1,3,4]thiadiazol-2-ylamine (300 mg, 2.6 mmol), 4-bromo-3-oxo-butyric acid ethyl ester (908 mg, 2.6 mmol) and 5 mL of MeOH was combined in a sealed tube and was heated to 80° C. for 3 hours. The reaction was cooled and the MeOH was removed in vacuo. The residue was dissolved in dichloromethane and the organic solution was washed with saturated aqueous NaHCO3 solution (2×). The organic solution was dried over sodium sulfate, filtered and concentrated. The crude product was purified by Combiflash (Teledyne ISCO, Lincoln, Nebr.) chromatography using 0-100% EtOAc/heptanes. Both the desired product and (2-methyl-imidazo[2,1-b][1,3,4]thiadiazol-6-ylyacetic acid methyl ester (formed by trans esterification with solvent MeOH) were obtained with a total mass of 333 mg (54%). The crude mixture was used directly in the next step

1. customwas combined in a sealed tube
2. temperatureThe reaction was cooled
3. customthe MeOH was removed in vacuo
4. dissolutionThe residue was dissolved in dichloromethane
5. washthe organic solution was washed with saturated aqueous NaHCO3 solution (2×)
6. dry with materialThe organic solution was dried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated
9. customThe crude product was purified by Combiflash (Teledyne ISCO, Lincoln, Nebr.) chromatography