反应详情

温度

70 °C

A mixture of 6-bromo-1H-pyrrolo[1,2-c]imidazol-3(2H)-one (20.5 mg, 0.102 mmol), N-(tert-butyl)-3-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoxalin-2-amine (Example 174b; 43.5 mg, 0.102 mmol), K3PO4 (64.9 mg, 0.306 mmol), Pd2dba3 (Aldrich; 4.67 mg, 5.10 μmol), and XPhos (Strem Chemicals, Inc. MA; 4.86 mg, 10.20 μmol) in a mixture of dioxane (1.0 mL) and water (0.25 mL) was stirred under argon at 70° C. for 70 min. The reaction mixture was subsequently concentrated onto silica gel and chromatographically purified (silica gel, 0-100% EtOAc/hexanes) to provide 6-(3-(tert-butylamino)-2-methyl-quinoxalin-5-yl)-1H-pyrrolo[1,2-c]imidazol-3(2H)-one (19.0 mg, 0.057 mmol, 56% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm 7.94 (1H, s), 7.79 (1H, br. s.), 7.70 (1H, d, J=7.4 Hz), 7.37 (1H, t, J=7.8 Hz), 6.56 (1H, d, J=1.2 Hz), 5.41 (1H, br. s.), 4.71 (1H, br. s.), 4.50 (2H, s), 2.57 (3H, s), 1.59 (9H, s). m/z (ESI, +ve) 336.0 (M+H)+.

1. concentrationThe reaction mixture was subsequently concentrated onto silica gel
2. customchromatographically purified (silica gel, 0-100% EtOAc/hexanes)