Cesium carbonate → HCID 50940105, compound

Participants

Reaction Conditions

Reaction Steps

Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.2 g, 0.86 mmol), 7,9-dichloro-2,3-dihydro-1H-cyclopenta[b]quinoline (0.41 g, 1.72 mmol), cesium carbonate (0.561 g, 1.72 mmol), Pd2(dba)3 (0.079 g, 0.086 mmol) and (±) BINAP (0.084 g, 0.129 mmol) were added 1,4-dioxane (2 mL). The resulting mixture was purged with Argon and subjected to microwave heating at 140° C. for 3 h. The crude residue was purified by HPLC to give 7-chloro-9-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-2,3-dihydro-1H-cyclopenta[b]quinoline. 1H NMR (500 MHz, DMSO-d6) δ ppm 8.07 (1H, d, J=2.0 Hz), 8.0 (1H, m), 7.94 (1H, dd, J=8.9, 2.1 Hz), 7.17 (1H, d, J=8.3 Hz), 6.64 (1H, dd, J=8.3, 2.0 Hz), 6.17 (1H, s), 4.33 (1H, d, J=9.3 Hz), 3.98 (1H, m), 3.66 (4H, dd, J=5.6, 3.9 Hz), 3.24 (2H, m), 2.97 (4H, dd, J=5.9, 3.7 Hz), 2.90 (1H, m), 2.61 (1H, m), 2.18 (2H, m), 1.30 (3H, s) 1.29 (3H, s). Mass Spectrum (ESI) m/e=434 (M+1).

Provenance & Evidence