n-[2-[n-Ethyl-n-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-6-iodoquinoxaline-2-carboxamide dihydrochloride salt → N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-7-iodophenazine-1-carboxamide dihydrochloride salt

Participants

Reaction Steps

This compound was prepared, starting from compound 84 (100 mg, 0.18 mmol), according to the procedure developed for compound 11. Reaction time at room temperature: 14 h to give compound 85 (78 mg, 0.12 mmol) as a very hygroscopic orange solid. Yield 69%; mp 127-129° C. (dec.); IR (KBr) ν 1123, 1285, 1342, 1466, 1654, 2000-2750, 3100-3500 cm−1; 1H NMR (200 MHz, DMSO-d6) δ 1.35 (t, 3H, J=6.9 Hz), 3.42 (m, 2H), 3.58 (m, 2H), 3.73 (m, 2H), 4.00 (m, 2H), 4.59 (m, 2H), 7.18 (dd, 1H, J=4.9, 7.8 Hz), 7.63 (m, 2H), 8.06 (t, 1H, J=8.2 Hz), 8.23 (d, 1H, J=9.2 Hz), 8.39 (m, 2H), 8.65 (d, 1H, J=7.0 Hz), 8.73 (s, 1H), 10.51 (m, 1H), 11.14 (se, 1H); ESI-MS m/z 560.0 [M+H]+.

Provenance & Evidence