反应详情

温度

90 °C

To a solution of 5-(tert-butyl-dimethyl-silanyloxymethyl)-1-methyl-3-tributylstannanyl-1H-indazole (265 mg, 0.47 mmol) and 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide (100 mg, 0.23 mmol) in DMF (2 mL) were added Pd(PPh3)4 (14 mg, 0.012 mmol) and copper(I) iodide (9 mg, 0.047 mmol). The reaction mixture was heated at 90° C. for 1 h then cooled to room temperature, quenched with water and extracted with EtOAc (2×). The combined organics were washed with water (3×) and brine then dried over MgSO4 and concentrated. The residue was absorbed on silica gel and chromatographed with 20% to 50% EtOAc/hexanes to isolate 106 mg (73%) of 2-[5-(tert-butyldimethyl-silanyloxymethyl)-1-methyl-1H-indazol-3-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide as a beige solid.

1. temperaturethen cooled to room temperature
2. customquenched with water
3. extractionextracted with EtOAc (2×)
4. washThe combined organics were washed with water (3×) and brine
5. dry with materialthen dried over MgSO4
6. concentrationconcentrated
7. customThe residue was absorbed on silica gel
8. customchromatographed with 20% to 50% EtOAc/hexanes