反应详情

温度

80 °C

To a solution of 1-methyl-3-tributylstannyl-1,4,5,6,7,8-hexahydrocycloheptapyrazole (74 mg, 0.17 mmol) and 2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide (60 mg, 0.14 mmol) in DMF (2 mL) were added Pd(PPh3)4 (8 mg, 0.007 mmol) and copper(I) iodide (5 mg, 0.028 mmol). The reaction mixture was heated at 80° C. for 1.5 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 SiO2 and chromatographed with 20% to 50% EtOAc/hexanes to isolate 42 mg (60%) of 2-(1-methyl-1,4,5,6,7,8-hexahydrocycloheptapyrazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide as a pale orange-yellow 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 SiO2
8. customchromatographed with 20% to 50% EtOAc/hexanes