4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine → 6-chloro-4-(4-methoxy-6-(4-pyridinyl)-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)pyridine (0.3946 g, 1.92 mmol) to give 6-chloro-4-(4-methoxy-6-(4-pyridinyl)-1H-indol-1-yl)-2,3-dimethylquinoline as a white solid: 1H NMR (500 MHz, DMSO-d6) δ ppm 8.50 (2H, dd, J=4.6, 1.5 Hz), 8.09 (1H, d, J=8.8 Hz), 7.74 (1H, dd, J=8.9, 2.3 Hz), 7.64 (2H, dd, J=4.5, 1.6 Hz), 7.57 (1H, d, J=3.2 Hz), 7.07 (1H, s), 6.86-6.93 (3H, m), 4.07 (3H, s), 2.77 (3H, s), 2.05 (3H, s); Mass Spectrum (ESI) m/e=414.1 (M+1).

Provenance & Evidence