N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide → N-[2-[N-[2-[(6-bromopyridin-2-yl)amino]ethyl]-N-(ethyl)amino]ethyl]-6-iodoquinoxaline-2-carboxamide

Participants

Reaction Steps

This compound was prepared, starting from compound 62 (120 mg, 0.42 mmol), according to the procedure developed for compound 10. Reaction time under reflux: 7 h; the purification was performed using column chromatography (Al2O3, CH2Cl2/EtOH, 99/1, v/v) to give compound 63 (166 mg, 0.33 mmol) as a yellow solid. Yield 70%; Rf (Al2O3, CH2Cl2/EtOH, 99/1, v/v) 0.34; mp 49-51° C.; IR (KBr) ν 1160, 1594, 1671, 2750-3000, 3200-3400 cm−1: 1H NMR (400 MHz, CDCl3) δ 1.04 (t, 3H, J=7.1 Hz), 2.64 (q, 2H, J=7.1 Hz), 2.74 (m, 4H), 3.27 (q, 2H, J=5.3 Hz), 3.57 (q, 2H, J=5.8 Hz), 5.32 (m, 1H), 6.16 (d, 1H, J=8.1 Hz), 6.56 (d, 1H, J=7.4 Hz), 7.05 (t, 1H, J=7.8 Hz), 7.81 (d, 1H, J=8.8 Hz), 8.05 (dd, 1H, J=1.9, 8.8 Hz), 8.25 (m, 1H), 8.55 (d, 1H, J=1.9 Hz), 9.58 (s, 1H); ESI-MS m/z 568.9 [M+H]+.

Provenance & Evidence