反应详情

温度

120 °C

A mixture of 6-bromo-4-indazolecarboxylic acid methyl ester (2.0 g, 7.8 mmol), copper(I) iodide (0.4 g, 0.2 mmol), potassium carbonate (1.2 g, 8.5 mmol) and 4-fluoroiodobenzene (1.8 g, 8.5 mmol) was charged in a sealed tube at room temperature. The tube was evacuated and back-filled with argon, and DMF (10 mL) and rac-trans-N,N′-dimethylcyclohexane-1,2-diamine (0.20 g, 1.4 mmol) was added. The solution was stirred at 120° C. for 3 hours, cooled to room temperature, and diluted with water (30 mL) and ethyl acetate (50 mL). The organic layer was separated, washed with brine (10 mL) and dried over sodium sulfate. The solvent was removed in vacuo. The residue was purified by silica gel chromatography eluting with a gradient of 0-30% ethyl acetate in hexanes to afford 6-bromo-1-(4-fluoro-phenyl)-1H-indazole-4-carboxylic acid methyl ester.

1. additionwas charged in a sealed tube at room temperature
2. customThe tube was evacuated
3. additionwas added
4. temperaturecooled to room temperature
5. customThe organic layer was separated
6. washwashed with brine (10 mL)
7. dry with materialdried over sodium sulfate
8. customThe solvent was removed in vacuo
9. customThe residue was purified by silica gel chromatography
10. washeluting with a gradient of 0-30% ethyl acetate in hexanes