反应详情

温度

120 °C

To a solution of Example 292 (60 mg, 0.167 mol) in THF (3 mL) and water (1 mL) was added tetra-n-butylammonium bromide (107 mg, 0.334 mmol), sodium carbonate (36 mg, 0.334 mmol), iodopyrazine (69 mg, 0.509 mmol) and tetrakis-(triphenylphosphine)palladium(0) (19 mg, 0.017 mmol). The reaction was heated at 120° C. under microwave irradiation for 20 minutes. The resulting mixture was partitioned between DCM (50 mL) and water (50 mL); the organic phase was washed with brine (50 mL), dried (MgSO4), and concentrated in vacuo. The residue was purified by preparative HPLC (Method 6) to yield the title compound (15 mg, 23%) as an off-white solid. δH (CDCl3) 9.00 (1H, s), 8.75 (1H, d, J 2.1 Hz), 8.60 (1H, dd, J 2.4 and 1.7 Hz), 8.48 (1H, d, J 2.4 Hz), 7.74 (1H, dd, J 8.5 and 2.1 Hz), 7.09 (1H, d, J 8.7 Hz), 5.34 (1H, s), 4.43-4.39 (2H, m), 4.22-4.18 (2H, m), 2.90 (2H, s), 1.41 (6H, s). LCMS (ES+) 394.0 (M+H)+, RT 2.93 minutes (Method 1).

1. customThe resulting mixture was partitioned between DCM (50 mL) and water (50 mL)
2. washthe organic phase was washed with brine (50 mL)
3. dry with materialdried (MgSO4)
4. concentrationconcentrated in vacuo
5. customThe residue was purified by preparative HPLC (Method 6)