反应详情

A solution of 1-methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]piperidine (42.0 mg, 0.14 mmol) and 2-(1-benzothiophen-7-yl)-4-iodofuro[2,3-c]pyridin-7-amine (47.1 mg, 0.12 mmol) in 1,4-dioxane (0.81 mL) and H2O (0.2 mL) was charged with potassium carbonate (25 mg, 0.18 mmol) and (1,1′-bis(diphenylphosphino)ferrocene)palladium dichloride (0.9 mg, 0.01 mmol) under an atmosphere of nitrogen. The mixture was irradiated in a Biotage microwave reactor at 100° C. for 100 min. The reaction mixture was concentrated in vacuo to a solid. Purification by flash chromatography (0 to 10% 7 N NH3/MeOH:EtOAc afforded 17 mg (33%) of the title compound. 1H NMR (400 MHz, CD3OD): δ 8.11 (d, J=7.58 Hz, 1H), 8.07 (s, 1H), 7.93 (d, J=8.08 Hz, 1H), 7.88 (d, J=7.07 Hz, 2H), 7.70 (d, J=5.31 Hz, 1H), 7.45-7.55 (m, 3H), 4.27 (dt, J=15.35, 7.86 Hz, 1H), 3.06 (d, J=11.62 Hz, 2H), 2.38 (s, 3H), 2.25-2.34 (m, 2H), 2.13-2.22 (m, 4H); MS (ESI): 431.17 [M+H]+; HPLC tR=0.90 min (TOF: polar—3 min).

1. customThe mixture was irradiated in a Biotage microwave reactor at 100° C. for 100 min
2. concentrationThe reaction mixture was concentrated in vacuo to a solid
3. customPurification by flash chromatography (0 to 10% 7 N NH3/MeOH