反应详情

温度

45 °C

In a 25 mL round-bottomed flask, 6-(4-methylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (110 mg, 456 μmol), 6-tert-butyl-8-fluoro-2-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-4-yl)phthalazin-1(2H)-one (177 mg, 501 μmol, Eq: 1.10) and copper acetate (112 mg) were combined with 1,2-dichloroethane (3.03 ml) to give a blue suspension. Pyridine (72.1 mg, 73.7 μl, 912 μmol, Eq: 2) was added. The reaction mixture was heated to 45° C. and stirred for 2 d. The reaction mixture was poured into 20 mL EtOAc and extracted with sat NH4Cl (3×20 mL). The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 40 g, 5% to 10% MeOH in DCM) to give 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-6-(4-methylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (43 mg, 17%) of off white solid.

1. customto give a blue suspension
2. extractionextracted with sat NH4Cl (3×20 mL)
3. dry with materialThe organic layers were dried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe crude material was purified by flash chromatography (silica gel, 40 g, 5% to 10% MeOH in DCM)