Butylamine → HCID 89784354, 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; 41.5 mg, 0.140 mmol) and butan-1-amine (0.042 mL, 0.420 mmol) in DMSO (1.0 mL), heating at 75° C. for 45 min. Chromatographic purification (silica gel, 0-100% EtOAc/hexanes, then 0-10% MeOH/DCM) furnished 2-(3-(butylamino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (6.28 mg, 0.018 mmol, 13% yield) as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 12.15 (1H, br. s.), 7.88 (1H, d, J=7.4 Hz), 7.56 (1H, d, J=8.0 Hz), 7.27-7.36 (2H, m), 7.13 (1H, d, J=1.6 Hz), 6.94 (1H, br. s.), 3.52 (2H, q, J=6.7 Hz), 3.44 (2H, td, J=6.7, 2.0 Hz), 2.87 (2H, t, J=6.7 Hz), 2.53 (3H, s), 1.72 (2H, quin, J=7.4 Hz), 1.47 (2H, sxt, J=7.3 Hz), 0.94 (3H, t, J=7.3 Hz). m/z (ESI, +ve) 350.1 (M+H)+.

Provenance & Evidence