Propylamine → HCID 89783564, compound

Participants

Reaction Conditions

Reaction Steps

Prepared similarly 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; 50 mg, 0.169 mmol) and propan-1-amine (41.6 μl, 0.506 mmol, Aldrich), heating at 100° C. for 2 h. Purification by silica gel (100% DCM to 5% MeOH/DCM) provided 2-(2-methyl-3-(propylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (57% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.07 (t, J=7.34 Hz, 3H) 1.80 (sxt, J=7.39 Hz, 2H) 2.58 (s, 3H) 2.93 (t, J=6.85 Hz, 2H) 3.46-3.57 (m, 4H) 6.98 (br. s., 1H) 7.20 (d, J=2.35 Hz, 1H) 7.34-7.43 (m, 2H) 7.61 (dd, J=8.02, 1.17 Hz, 1H) 7.93 (d, J=7.63 Hz, 1H) 12.19 (br. s., 1H). MS (ESI, pos. ion) m/z: 336.2 (M+1).

Provenance & Evidence