4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 1-(6-chloro-2,3-dimethyl-4-quinolinyl)-6-(1H-pyrazol-4-yl)-1H-indole-4-carbonitrile

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Reaction Steps

Prepared according to procedure W using 6-bromo-1-(6-chloro-2,3-dimethylquinolin-4-yl)-1H-indole-4-carbonitrile (0.2 g, 0.487 mmol) and 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.1134 g, 0.584 mmol) to give 1-(6-chloro-2,3-dimethyl-4-quinolinyl)-6-(1H-pyrazol-4-yl)-1H-indole-4-carbonitrile as a white solid: 1H NMR (500 MHz, DMSO-d6) δ ppm 12.89 (1H, br. s.), 8.23 (1H, br. s.), 8.11 (1H, d, J=9.0 Hz), 8.04 (1H, s), 7.95 (1H, br. s.), 7.83 (1H, d, J=3.2 Hz), 7.75 (1H, dd, J=8.9, 2.3 Hz), 7.45 (1H, s), 6.99 (1H, d, J=3.2 Hz), 6.91 (1H, d, J=2.2 Hz), 2.78 (3H, s), 2.02 (3H, s); Mass Spectrum (ESI) m/e=398.1 (M+1).

Provenance & Evidence