反应详情

温度

120 °C

A mixture of 1H-indazole-4-carboxylic acid 3-trifluoromethyl-benzylamide (1.1 g, 3.4 mmol), copper(I) iodide (0.005 g, 0.02 mmol), potassium carbonate (0.04 g, 0.3 mmol) and 4-fluoroiodobenzene (0.04 g, 0.2 mmol) were charged in a sealed tube at room temperature. The tube was evacuated and back-filled with argon. The solids were dissolved in DMF (6 mL) and the resultant solution was treated with rac-trans-N,N′-dimethylcyclohexane-1,2-diamine (0.005 g, 0.04 mmol). The solution was stirred at 120° C. for 3 hours and cooled to room temperature. The solution was diluted with water (15 mL) and ethyl acetate (30 mL). The organic layer was separated, washed with brine and dried over sodium sulfate. The solvent was removed in vacuo. The crude residue was purified by silica gel chromatography eluting with a gradient of 10-40% ethyl acetate in hexanes to afford the title compound.

1. additionwere charged in a sealed tube at room temperature
2. customThe tube was evacuated
3. additionback-filled with argon
4. dissolutionThe solids were dissolved in DMF (6 mL)
5. temperaturecooled to room temperature
6. customThe organic layer was separated
7. washwashed with brine
8. dry with materialdried over sodium sulfate
9. customThe solvent was removed in vacuo
10. customThe crude residue was purified by silica gel chromatography
11. washeluting with a gradient of 10-40% ethyl acetate in hexanes