反应详情

温度

45 °C

In a 25 mL round-bottomed flask, 6-(2-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (200 mg, 843 μmol), 6-tert-butyl-8-fluoro-2-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-4-yl)phthalazin-1(2H)-one (297 mg, 843 μmol, Eq: 1.00) and copper acetate (207 mg,) were combined with 1,2-dichloroethane (10 ml) to give a blue suspension. Pyridine (133 mg, 136 μl, 1.69 mmol, 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 sat NH4Cl and extracted with EtOAc (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, 50% to 60% EtOAc in hexanes), then by SFC gave 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-6-(2-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (163 mg, 13%).

1. customto give a blue suspension
2. additionThe reaction mixture was poured into 20 mL
3. extractionextracted with EtOAc (3×20 mL)
4. dry with materialThe organic layers were dried over MgSO4
5. concentrationconcentrated in vacuo
6. customThe crude material was purified by flash chromatography (silica gel, 40 g, 50% to 60% EtOAc in hexanes)