Cesium carbonate → HCID 50940108, compound

Participants

Reaction Steps

Prepared according to procedure T using 3,3-dimethyl-6-(pyridin-4-yl)indoline (0.026 g, 0.116 mmol), 4-chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (0.032 g, 0.116 mmol), cesium carbonate (0.076 g, 0.232 mmol), Pd2(dba)3 (0.011 g, 0.012 mmol) and (±) BINAP (0.011 g, 0.017 mmol) in toluene (3 mL). After purification by HPLC 4-(3,3-dimethyl-6-(4-pyridinyl)-2,3-dihydro-1H-indol-1-yl)-7-fluoro-3-methyl-2-(2-pyridinyl)quinoline was obtained. 1H NMR (400 MHz, MeOH) δ ppm 8.75 (1H, d, J=4.7 Hz), 8.68 (2H, m), 8.12-8.23 (3H, m), 8.07 (1H, dd, J=9.4, 5.9 Hz), 7.96 (1H, d, J=7.8 Hz), 7.83 (1H, dd, J=9.8, 2.7 Hz), 7.65 (1H, dd, J=7.6, 4.9 Hz), 7.50 (2H, m), 7.42 (1H, m), 6.62 (1H, s), 4.05 (1H, d, J=9.0 Hz), 3.90 (1H, d, J=9.4 Hz), 2.28 (3H, s), 1.65 (3H, s), 1.57 (3H, s). Mass Spectrum (ESI) m/e=462 (M+1).

Provenance & Evidence