4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 6-chloro-4-(3,3-dimethyl-6-(1H-pyrazol-4-yl)-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 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.084 g, 0.432 mmol) to give 6-chloro-4-(3,3-dimethyl-6-(1H-pyrazol-4-yl)-2,3-dihydro-1H-indol-1-yl)-2,3-dimethylquinoline as a yellow solid: 1H NMR (500 MHz, DMSO-d6) δ ppm 12.73 (1H, br. s.), 8.01 (1H, d, J=9.0 Hz), 7.91 (1H, br. s.), 7.75 (1H, d, J=2.4 Hz), 7.62-7.71 (2H, m), 7.19 (1H, d, J=7.6 Hz), 6.94 (1H, d, J=7.6 Hz), 6.07 (1H, s), 3.56-3.78 (2H, m), 2.68 (3H, s), 2.21 (3H, s), 1.48 (3H, s), 1.43 (3H, s); Mass Spectrum (ESI) m/e=403.1 (M+1).

Provenance & Evidence