反应详情

温度

90 °C

6-Fluoro-3-tributylstannyl-1H-indazole (0.48 g, 1.13 mmol), copper(I) iodide (16 mg, 0.084 mmol) and 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-pyridin-4-yl-ethyl)-amide (400 mg, 0.84 mmol) were combined with DMF (6 mL) to give a yellow solution. The mixture was degassed for 10 min then tetrakis(triphenylphosphine)palladium (0) (45 mg, 0.039 mmol) was added. The reaction mixture was stirred under nitrogen at 90° C. for 15 h. The reaction mixture was cooled, diluted with ether (60 mL) and washed with water and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography (0-3% methanol in dichloromethane with 0.5% ammonium hydroxide) to afford 390 mg (87%) of 2-(6-fluoro-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-pyridin-4-yl-ethyl)-amide as a yellow solid. MS: (M+H)+=532.

1. customto give a yellow solution
2. customThe mixture was degassed for 10 min
3. temperatureThe reaction mixture was cooled
4. washwashed with water and brine
5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by silica gel chromatography (0-3% methanol in dichloromethane with 0.5% ammonium hydroxide)