反应详情

温度

120 °C

To a solution of (1R,2S)-1-{[3-bromo-5-(2,4-dichlorophenyl)-6-methoxypyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol (150 mg, 0.31 mmol) in DMF (1.6 mL) is added Pd(PPh3)4 (7 mg, 6 μmol), and tributyl vinyl tin (114 mg, 0.36 mmol). The reaction is heated at 120° C. overnight. Sat. aq. KF (15 mL) is added and the mixture is stirred at rt for 1 hr. Extract with CH2Cl2 (5×30 mL). The combined organic extracts were dried over MgSO4, filtered and concentrated. Purify by biotage MPLC (90 g column, 15% ethyl acetate/hexanes) to afford 132 mg (38%) of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-6-methoxy-3-vinylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol as a solid: 1H NMR (CDCl3) δ 3.08–3.12, 3.28–3.34, 3.93, 4.82, 5.46–5.49, 5.54–5.67, 6.09–6.13, 6.77–6.84, 7.28–7.50; MS (ESI+) for C20H17Cl2N3O2 m/z 402 (M+H)+.

1. extractionExtract with CH2Cl2 (5×30 mL)
2. dry with materialThe combined organic extracts were dried over MgSO4
3. filtrationfiltered
4. concentrationconcentrated
5. customPurify by biotage MPLC (90 g column, 15% ethyl acetate/hexanes)