4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 6-chloro-4-(4-methoxy-6-(1H-pyrazol-4-yl)-1H-indol-1-yl)-2,3-dimethylquinoline

Participants

Reaction Steps

Prepared according to procedure W using 4-(6-bromo-4-methoxy-1H-indol-1-yl)-6-chloro-2,3-dimethylquinoline (0.4 g, 0.962 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.3734 g, 1.92 mmol) to give 6-chloro-4-(4-methoxy-6-(1H-pyrazol-4-yl)-1H-indol-1-yl)-2,3-dimethylquinoline as a white solid: 1H NMR (500 MHz, DMSO-d6) δ ppm 8.09 (2H, d, J=9.0 Hz), 7.81 (1H, s), 7.73 (1H, dd, J=8.9, 2.3 Hz), 7.39 (1H, d, J=3.2 Hz), 6.90-6.94 (2H, m), 6.80 (1H, dd, J=3.2, 0.5 Hz), 6.63 (1H, s), 4.00-4.06 (4H, m), 2.77 (3H, s), 2.06 (3H, s); Mass Spectrum (ESI) m/e=403.0 (M+1).

Provenance & Evidence