1,2-Ethanediamine, N1,N1,N2-trimethyl- → 4-(3,5-dichloropyridin-4-ylamino)-8-(6-((2-(dimethylamino)ethyl)(methyl)amino)hexyloxy)-7-methoxyquinolin-2(1H)-one

Participants

Reaction Steps

The title compound was prepared from 8-(6-chlorohexyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxyquinolin-2(1H)-one (Intermediate 4) and N1,N1,N2-trimethylethane-1,2-diamine following the procedure outlined in Example 18, Step 2 (modifications: 40° C., 24 h then 60° C., 4 h). 1H NMR (400 MHz, DMSO-d6, bis HCl salt): δ 10.91 (br, 2H), 10.26 (s, 1H), 9.11 (s, 1H), 8.81 (s, 2H), 7.98 (d, 1H), 7.14 (d, 1H), 4.90 (s, 1H), 4.01 (t, 2H), 3.94 (s, 3H), 3.63-3.42 (br m, 4H), 3.25-3.00 (br m, 2H), 2.90-2.78 (m, 9H), 1.85-1.69 (m, 4H), 1.52-1.32 (m, 4H); MS (ESI): 536.4.

Provenance & Evidence