反应详情

温度

100 °C

To a solution of ethyl 2-bromo-5-methylamino-thiazole-4-carboxylate (401 mg, 1.512 mmol) and tert-butyl piperazine-1-carboxylate (1.06 g, 5.69 mmol) in anhydrous dioxane (15 ml) was added DIPEA (2 ml, 11.5 mmol) and the reaction was heated at 100° C. in a sealed flask for 23 hours. The mixture was cooled to room temperature, partitioned between DCM and sat. sodium bicarbonate solution and the phases were separated. The aqueous layer was extracted twice with DCM and the combined organic layers were dried (sodium sulfate) and concentrated under reduced pressure. The residue was purified by column chromatography (silica, gradient from 10 to 70% ethyl acetate in n-heptane) to yield 197 mg of a white solid (0.532 mmol, yield 35%) MS (multi-mode) m/z=371.2 [M+1]+.

1. temperatureThe mixture was cooled to room temperature
2. custompartitioned between DCM and sat. sodium bicarbonate solution
3. customthe phases were separated
4. extractionThe aqueous layer was extracted twice with DCM
5. dry with materialthe combined organic layers were dried (sodium sulfate)
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography (silica, gradient from 10 to 70% ethyl acetate in n-heptane)