反应详情

温度

100 °C

To a solution of 90 mg (0.8 mmol) of 4,5-dimethyl-isoxazol-3-ylamine in DCM (2 mL) was added N,N-diisopropylethylamine (278 μL, 1.6 mmol), followed by 89 μL (0.8 mmol) of trichloroacetylchloride. The reaction mixture was shaken on an orbital shaker for 18 h. Saturated aqueous NaHCO3 solution (3 mL) was added to the reaction mixture. The organic layer was dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in DMF (3 mL) and added to 487 mg (0.88 mmol) of [1,4]diazepan-1-yl-(tetrahydro-pyran-4-yl)-methanone (triple trifluoroacetic acid salt). To this solution 339 mg (3.2 mmol) of Na2CO3 were added and the mixture was heated in a sealed tube at 100° C. for 18 h. The reaction was cooled to room temperature, filtered and the filtrate was concentrated under reduced pressure. The residue was purified by mass-triggered preparative LC-MS to afford 12 mg of 4-(tetrahydro-pyran-4-carbonyl)-[1,4]diazepane-1-carboxylic acid (4,5-dimethyl-isoxazol-3-yl)-amide.

1. dry with materialThe organic layer was dried over Na2SO4
2. filtrationfiltered
3. concentrationthe filtrate was concentrated under reduced pressure
4. dissolutionThe residue was dissolved in DMF (3 mL)
5. temperatureThe reaction was cooled to room temperature
6. filtrationfiltered
7. concentrationthe filtrate was concentrated under reduced pressure
8. customThe residue was purified by mass-triggered preparative LC-MS