反应详情

温度

105 °C

To a stirring solution of crude 2-tert-butyl-5-cyclobutyl-2H-pyrazol-3-ylamine (1.0 g, 5.2 mmol) in AcOH (10 mL) was added methyl acetoacetate (1.1 mL, 10.4 mmol). The reaction was then heated to 105° C. for 24 hr, at which time the reaction was cooled to room temperature, concentrated under reduced pressure to remove AcOH, diluted with EtOAc, and quenched with a saturated aqueous solution of NaHCO3. The organic layer was dried over MgSO4, filtered through a frilted funnel, and concentrated under reduced pressure. Purification of the resulting material was accomplished by trituration with hexanes. The product was collected and dried under reduced pressure to give the title compound (0.7 g, 52% yield) as a tan solid. LRMS m/z (APCl) 259.3 (M+1); 500 MHz 1H NMR (CD3OD) δ 6.09 (1, 1H), 3.83 (dddd, J=8.7, 8.7, 8.7, 8.7 Hz, 1H), 2.49-2.28 (m, 4H), 2.42 (d, J=0.8 Hz, 3H), 2.11-2.01 (m, 1H), 1.94-1.86 (m, 1H), 1.71 (s, 9H).

1. temperaturewas cooled to room temperature
2. concentrationconcentrated under reduced pressure
3. customto remove AcOH
4. additiondiluted with EtOAc
5. customquenched with a saturated aqueous solution of NaHCO3
6. dry with materialThe organic layer was dried over MgSO4
7. filtrationfiltered through a frilted funnel
8. concentrationconcentrated under reduced pressure
9. customPurification of the resulting material
10. customThe product was collected
11. customdried under reduced pressure