Hydrochloric Acid → N-[4-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl)butyl]benzamide hydrochloride hydrate

Participants

Reaction Steps

N1-[4-(4-Amino-1H-imidazo[4,5-c]quinolin-1-yl)butyl]benzamide (1 g) was dissolved in isopropanol. Hydrochloric acid (1 eq of 12N) was added. The resulting precipitate was isolated by filtration to provide 1 g of N1-[4-(4-amino-1H-imidazo[4,5-c]quinolin-1-yl)butyl]benzamide hydrochloride hydrate as a solid, m.p. 254-256° C. Analysis: Calculated for C21H21N5O.HCl.1.5 H2O: % C, 59.63; % H, 5.96; % N, 16.56. Found: % C 59.61; % H, 6.04; % N, 16.64. 1H NMR (500 MHz, DMSO-d6) δ 13.80 (broad s, 1H), 9.15 (broad s, 2H), 8.56 (s, 1H), 8.50 (t, J=6.0 Hz, 1H), 8.23 (d, J=8.0 Hz, 1H), 7.83 (d, J=8.0 Hz, 1H), 7.76 (d, J=8.0 Hz, 2H), 7.71 (t, J=8.0 Hz, 1H), 7.53 (t, J=8.0 Hz, 1H), 7.50 (t, J=8.0 Hz, 1H), 7.42 (t, J=8.0 Hz, 2H), 4.72 (t, J=7.0 Hz, 2H), 3.30 (q, J=7.0 Hz, 2H), 1.93 (quintet, J=7.0 Hz, 2H), 1.61 (quintet, J=7.0 Hz, 2H).

Provenance & Evidence