反应详情

温度

45 °C

In a 25 mL round-bottomed flask, 6-morpholino-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (65 mg, 285 μmol, Eq: 1.00), 6-tert-butyl-8-fluoro-2-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-4-yl)phthalazin-1(2H)-one (150 mg, 427 μmol, Eq: 1.5) and copper acetate (69.8 mg) were combined with 1,2-dichloroethane (3 ml) to give a blue suspension. Pyridine (45.1 mg, 46.1 μl, 570 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 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, 5% to 10% MeOH in DCM, then silica gel, 12 g, 30% to 45% EtOAc in hexanes) gave 1-(3-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-2-(hydroxymethyl)phenyl)-6-morpholino-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (157 mg, 50%) as colorless oil which foams upon being dried.

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, 5% to 10% MeOH in DCM