6-Chloro-4-(6-iodo-3,3-dimethylindolin-1-yl)-2,3-dimethylquinoline → 6-chloro-4-(3,3-dimethyl-6-(4-pyridinyl)-2,3-dihydro-1H-indol-1-yl)-2,3-dimethylquinoline

Participants

Reaction Steps

Prepared according to procedure W using 6-chloro-4-(6-iodo-3,3-dimethylindolin-1-yl)-2,3-dimethylquinoline (0.15 g, 0.32 mmol) and pyridine-4-boronic acid pinacol (0.1329 g, 0.65 mmol) to give 6-chloro-4-(3,3-dimethyl-6-(4-pyridinyl)-2,3-dihydro-1H-indol-1-yl)-2,3-dimethylquinoline as a brown solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 8.53 (2H, d, J=4.3 Hz), 8.02 (1H, d, J=9.0 Hz), 7.82 (1H, d, J=2.3 Hz), 7.60 (1H, dd, J=9.0, 2.3 Hz), 7.28-7.35 (3H, m), 7.04 (1H, dd, J=7.6, 1.4 Hz), 6.12 (1H, d, J=1.2 Hz), 3.63-3.88 (2H, m), 2.75 (3H, s), 2.27 (3H, s), 1.60 (3H, s), 1.54 (3H, s); Mass Spectrum (ESI) m/e=414.1 (M+1).

Provenance & Evidence