反应详情

温度

130 °C

To a suspension of Example 382 (40 mg, 0.082 mmol) in THF (3 mL) and water (1 mL) was added tetra-n-butylammonium bromide (53 mg, 0.164 mmol), potassium phosphate (35 mg, 0.164 mmol), 1-methylpyrazole-4-boronic acid pinacol ester (34 mg, 0.164 mmol) and tetrakis(triphenylphosphine)palladium(0) (9 mg, 0.008 mmol). The reaction was heated at 130° C. under microwave irradiation for 20 minutes then cooled to r.t. 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 (16 mg, 40%) as a white solid. δH (CDCl3) 8.00 (1H, d, J 2.6 Hz), 7.88 (1H, s), 7.83 (1H, s), 7.63 (1H, t, J 8.1 Hz), 7.16 (1H, d, J 7.5 Hz), 6.98 (1H, d, J 8.9 Hz), 6.90 (1H, dd, J 8.7 and 2.4 Hz), 6.61 (1H, d, J 8.3 Hz), 5.28 (1H, s), 4.40-4.34 (2H, m), 4.15-4.08 (2H, m), 3.91 (3H, s), 2.82 (2H, s), 1.36 (6H, s). LCMS (ES+) 487.0 (M+H)+, RT 3.25 minutes (Method 1).

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