6-Quinolinecarboxylic acid → HCID 9931383, compound

Participants

Reaction Steps

Using the general method of Example 18, 1-(4-aminobutyl)-1H-imidazo[4,5-c]quinolin-4-amine (0.5 g, 1.96 mmol) was coupled with 6-quinolinecarboxylic acid (0.34 g, 1.96 mmol) to provide 0.08 g of N6-[4-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl) butyl]-6-quinolinecarboxamide as a tan powder, m.p. 122-127° C. (foaming). 1H NMR (300 MHz, DMSO-d6) δ 8.98 (m, 1H), 8.73 (t, J=5.4 Hz, 1H), 8.43 (m, 2H), 8.23 (s,1H), 8.13-8.03 (m, 3H), 7.60 (m, 2H), 7.40 (m, 1H), 7.20 (m, 1H), 6.58 (broad s, 2H), 4.66 (t, J=6.7 Hz, 2H), 3.37 (m, 2H), 1.96 (m, 2H), 1.64 (m, 2H); MS (EI) m/e 410.1847 (410.1855 calcd for C24H22N6O).

Provenance & Evidence