Cesium carbonate → HCID 50940221, compound

Participants

Reaction Steps

Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.116 g, 0.5 mmol), 4-chloro-2,3-dimethyl-8-(trifluoromethyl)quinoline (0.19 g, 0.73 mmol), cesium carbonate (0.326 g, 1 mmol), Pd2(dba)3 (0.046 g, 0.05 mmol) and (±) BINAP (0.124 g, 0.2 mmol) were added together in 1,4-dioxane (2 mL). Crude residue was purified via HPLC to give 4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-2,3-dimethyl-8-(trifluoromethyl)quinoline. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.06 (2H, dd, J=11.3, 8.2 Hz), 7.61 (1H, t, J=7.8 Hz), 7.05 (1H, d, J=8.2 Hz), 6.24 (1H, dd, J=8.2, 2.0 Hz), 5.48 (1H, s), 3.70 (1H, d, J=9.0 Hz), 3.51-3.62 (5H, m), 2.79-2.87 (4H, m), 2.71 (3H, s), 2.23 (3H, s), 1.44 (3H, s), 1.39 (3H, s). Mass Spectrum (ESI) m/e=456 (M+1).

Provenance & Evidence