Cycloheptylamine → HCID 89783766, compound

Participants

Reaction Conditions

Reaction Steps

Prepared similar to that described in Example 131 using 2-(3-fluoro-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 126; 38.7 mg, 0.091 mmol) and cycloheptanamine (TCI America, Portland, Oreg.; 0.035 mL, 0.274 mmol) in DMSO (0.8 mL), heating at 100° C. for 40 min. Chromatographic purification (silica gel, 0-100% EtOAc/hexanes, then 0-10% MeOH/DCM) furnished 2-(3-(cycloheptylamino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (29.8 mg, 0.077 mmol, 84% yield) as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 11.95 (1H, br. s.), 7.86 (1H, d, J=7.6 Hz), 7.55 (1H, d, J=7.8 Hz), 7.30 (1H, t, J=7.8 Hz), 7.11 (1H, d, J=2.0 Hz), 6.92 (1H, br. s.), 6.79 (1H, d, J=7.4 Hz), 4.14-4.29 (1H, m), 3.44 (2H, td, J=6.8, 2.2 Hz), 2.88 (2H, t, J=6.7 Hz), 2.53 (3H, br. s.), 1.97-2.10 (2H, m), 1.62-1.79 (6H, m), 1.49-1.61 (4H, m). m/z (ESI, +ve) 390.2 (M+H)+.

Provenance & Evidence