2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-4-methoxy-6-methylquinoline → 2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-6-methyl-1H-quinolin-4-one dihydrochloride

Participants

Reaction Steps

2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-4-methoxy-6-methylquinoline (50 mg, 0.12 mmol) in 2 ml dioxane and 5 ml concentrated aq. HCl was heated at 100° C. for 18 h. Volatiles were evaporated in vacuo and the residue was triturated with CHCl3 and filtered to give the title compound as a yellow powder, (44 mg, 76%). δH (CD3OD, 400 MHz) 1.97-2.08 (m, 2H, CH2CH2CH2), 2.35 (s, 3H, Ar—CH3), 3.12 (t, J=7.8, 2H, CH2CH2CH2), 3.53 (t, J=6.7, 2H, CH2CH2CH3), 4.13 (s, 2H, ArCH2N), 6.20 (s, 1H, HCC═O), 7.36 (dd, J 8.2, 2.0, 1H, Ar—H), 7.47-7.52 (m, 2H, Ar—H), 7.57-7.66 (m, 2H, Ar—H), 7.76 (s, 1H, Ar—H); MS (ES+) 390 (MH+, 64%), 215 (100).

Provenance & Evidence