反应详情

温度

60 °C

Nitrogen gas is bubbled through a solution of (5-tert-butyl-2-methyl-2H-pyrazol-3-yl)-carbamic acid 2,2,2-trichloro-ethyl ester (1.65 g, 5.01 mmol) and 4-(4-amino-phenoxy)-piperidine-1-carboxylic acid tert-butyl ester (1.47 g, 5.02 mmol) in DMSO (20 mL) for 2 min. Next, N,N-diisopropylethylamine (2 mL, 11.48 mmol) is added. The reaction mixture is stirred at 60° C. for 6 hours. Then, the reaction mixture is distributed between water (150 mL) and dichloromethane (100 mL). The aqueous layer is isolated and extracted with dichloromethane (2×100 mL). The combined organic phases are washed with water (100 mL) and aqueous sodium chloride (100 mL), and dried over anhydrous sodium sulfate. After removal of solvent, the crude product is purified on a silica gel chromatography with ethyl acetate-hexanes (25%) to give a white solid (2.28 g, 97%, ES−(m/z) 470.1 [M−H]).

1. customThe aqueous layer is isolated
2. extractionextracted with dichloromethane (2×100 mL)
3. washThe combined organic phases are washed with water (100 mL) and aqueous sodium chloride (100 mL)
4. dry with materialdried over anhydrous sodium sulfate
5. customAfter removal of solvent
6. customthe crude product is purified on a silica gel chromatography with ethyl acetate-hexanes (25%)
7. customto give a white solid (2.28 g, 97%, ES−(m/z) 470.1 [M−H])