N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-8-iodo-[1,6]naphthyridine-2-carboxamide → N-[2-[N-ethyl-N-[2-(2-fluoropyridin-3-yloxy)ethyl]amino]ethyl]-8-iodo-[1,6]naphthyridine-2-carboxamide dihydrochloride salt

Participants

Reaction Steps

This compound was prepared, starting from compound 73 (100 mg, 0.20 mmol), according to the procedure developed for compound 11. Reaction time at room temperature: 12 h to give compound 74 (99 mg, 0.17 mmol) as a very hygroscopic yellow solid. Yield 87%; mp 131-133° C. (dec.); IR (KBr) ν 1287, 1455, 1521, 1606, 1678, 2300-2750, 2800-3100, 3200-3500 cm−1; 1H NMR (200 MHz, DMSO-d6) δ 1.34 (t, 3H, J=7.1 Hz), 3.38 (m, 2H), 3.48 (m, 2H), 3.71 (m, 2H), 3.91 (q, 2H, J=6.1 Hz), 4.60 (t, 2H, J=4.6 Hz), 7.27 (dd, 1H, J=4.5, 8.2 Hz), 7.70 (m, 1H), 7.73 (d, 1H, J=4.5 Hz), 8.31 (d, 1H, J=8.4 Hz), 8.80 (d, 1H, J=8.4 Hz), 8.96 (t, 1H, J=6.0 Hz), 9.28 (s, 1H), 9.48 (s, 1H), 11.2 (se, 1H); ESI-MS m/z 509.9 [M+H]+.

Provenance & Evidence