反应详情

To a solution of [1-(2-aminopyrimidin-4-yl)-6-bromo-1H-indazol-3-yl]methanol (200 mg, 0.47 mmol) in dry DCM (10 mL) at RT under an atmosphere of nitrogen was introduced (diethylamino)sulphur trifluoride (0.08 mL, 0.63 mmol). After 16 hr at this temperature, the reaction mixture was treated with sodium bicarbonate (25 mL of saturated aq NaHCO3) and extracted with DCM (2×20 mL extractions). The combined organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (Biotage, heptane/EtOAc gradient) to furnish the title compound as a colorless solid: 1H NMR (500 MHz, DMSO) delta 5.86 (2H, d, J=48.24 Hz), 7.06 (1H, d, J=5.04 Hz), 7.14 (2H, br. s.), 7.58 (1H, dd, J=8.04, 2.05 Hz), 7.92 (1H, d, J=8.98 Hz), 8.31 (1H, d, J=6.31 Hz), 9.17 (1H, d, J=1.42 Hz); LC-MS: m/z=+321.90/323.90 (M+H)+.

1. extractionextracted with DCM (2×20 mL extractions)
2. dry with materialThe combined organic extracts were dried (Na2SO4)
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customThe residue was purified by column chromatography (Biotage, heptane/EtOAc gradient)