Sodium hydride → 4-(3,3-Dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-7-fluoro-2-(2-fluorophenyl)-3-methylquinoline

Participants

Reaction Conditions

Reaction Steps

Prepared according to procedure M using 3,3-dimethyl-6-morpholinoindoline (110 mg, 473 μmol), 4-chloro-7-fluoro-2-(2-fluorophenyl)-3-methylquinoline (137 mg, 473 μmol) in DMF (2 mL), and sodium hydride (38 mg, 946 μmol) and heating at 130° C. for 7 h. After purification 4-(1-(7-fluorophenyl)-3-methylquinolin-4-yl)-3,3-dimethylindolin-4-yl)-3,3-dimethylindolin-6-yl)morpholine was obtained. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.94-8.03 (1H, m), 7.85 (1H, dd, J=10.0, 2.5 Hz), 7.52-7.68 (3H, m), 7.34-7.45 (2H, m) 7.14 (1H, d, J=7.8 Hz), 6.50 (1H, br s), 5.80 (1H, br s), 3.88 (1H, d, J=9.4 Hz), 3.57-3.79 (5H, m), 2.99 (4H, br s), 2.052 (3H, s), 1.46 (3H, s), 1.38 (3H, s). Mass Spectrum (ESI) m/e=486 (M+1).

Provenance & Evidence