反应详情

温度

80 °C

5-(6-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)-2-methyl-phenol (14 mg, 0.0448 mmol) is mixed with 3-aminophenylboronic acid (13 mg, 0.0896 mmol), Pd(dppf)Cl2∩CH2Cl2 (7.5 mg, 0.009 mmol), and K3PO4 (19 mg, 0.0896 mmol) in anhydrous dioxane (0.8 mL) under an argon atmosphere. The mixture is heated to 80° C. for 18 hours, with stirring. The reaction is then cooled to ambient temperature and filtered through a pad of silica with 10% MeOH in DCM. The filtrate is concentrated and the resulting crude product is purified by reverse phase HPLC using a C18 column and 0-95% acetonitrile/water gradient to give 5-[6-(3-amino-phenyl)-7H-pyrrolo[2,3-d]primidin-4-ylamino]-2-methyl-phenol (8.6 mg, 59%); 1H NMR (500 MHz, DMSO): δ 8.16 (s, 1H), 7.27 (s, 1H), 7.17 (t, J=8.1 Hz, 1H), 7.09-7.10 (m, 2H), 7.04 (d, J=8.1 Hz, 1H), 6.92 (d, J=8.1 Hz, 1H), 6.81 (s, 1H), 6.70 (d, J=7.4 Hz, 1H), 2.19 (s, 3H); LC-ESMS observed [M+H]+ 332.1.

1. temperatureThe reaction is then cooled to ambient temperature
2. filtrationfiltered through a pad of silica with 10% MeOH in DCM
3. concentrationThe filtrate is concentrated
4. customthe resulting crude product is purified by reverse phase HPLC