反应详情

A mixture of 4-isobutylbenzoic acid (0.28 g, 1.59 mmol), 1-hydroxybenzotriazole (0.042 g, 0.31 mmol), N-[(1H-1,2,3-benzotriazol-1-yloxy)(dimethylamino)methylene]-N-methylmethanaminium tetrafluoroborate (0.51 g, 1.59 mmol), diisopropylethylamine (1.4 mL, 7.86 mmol) and dioxane (4 mL) was stirred at room temperature for 1 hour. Ethyl 5-[amino(hydroxyimino)methyl]pyrazine-2-carboxylate (0.33 g, 1.57 mmol) was added to the reaction mixture, stirred for 1.5 hours at room temperature and 6 hours at 100° C. The reaction mixture was cooled to room temperature, quenched with H2O (10 mL) and filtered. The precipitate was dissolved in EtOAc (10 mL), washed with 1N NaOH (3×10 mL) and brine (2×10 mL), dried (Na2SO4), filtered and concentrated in vacuo to yield the title compound (0.15 g, 27%) as a white solid.

1. stirringstirred for 1.5 hours at room temperature and 6 hours at 100° C
2. temperatureThe reaction mixture was cooled to room temperature
3. customquenched with H2O (10 mL)
4. filtrationfiltered
5. dissolutionThe precipitate was dissolved in EtOAc (10 mL)
6. washwashed with 1N NaOH (3×10 mL) and brine (2×10 mL)
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. concentrationconcentrated in vacuo