Pyrrolidine → HCID 89783596, 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; 41.3 mg, 0.098 mmol) and pyrrolidine (0.024 mL, 0.293 mmol) in DMSO (0.8 mL), heating at 85° C. for 40 min. Chromatographic purification (silica gel, 0-100% EtOAc/hexanes, then 0-10% MeOH/DCM) furnished 2-(2-methyl-3-(pyrrolidin-1-yl)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (21.0 mg, 0.060 mmol, 62% yield) as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 12.08 (1H, br. s.), 7.90 (1H, dd, J=7.4, 1.2 Hz), 7.58 (1H, dd, J=7.9, 1.1 Hz), 7.34 (1H, t, J=7.8 Hz), 7.11 (1H, d, J=2.2 Hz), 6.96 (1H, s), 3.71-3.85 (4H, m), 3.42 (2H, td, J=6.8, 2.3 Hz), 2.86 (2H, t, J=6.8 Hz), 2.79 (3H, s), 1.94-2.05 (4H, m). m/z (ESI, +ve) 348.2 (M+H)+.

Provenance & Evidence