Ammonium Hydroxide → HCID 58869114, compound

Participants

Reaction Steps

A modification to the general procedure of Part G of Example 6 was followed using N-methoxy-N-[1-methyl-4-(2-propyl-1H-imidazo-[4,5-c]quinolin-1-yl)butyl]-acetamide (1.0 g, 2.71 mmol) in lieu of N-methoxy-N-[4-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]acetamide. The reaction mixture was cooled to 0° C. before addition of the ammonium hydroxide. Recrystallization from hot acetonitrile following flash column chromatography provided 0.059 g of N-[4-(4-amino-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)-1-methylbutyl]-N-methoxyacetamide as a tan crystalline solid, mp 140-142° C. MS (APCI) m/z 384.1 (M+H+); Theor. Mass: 384.240 Da Meas. Mass: 384.2406 Da. Mass Dev. 1.6 ppm.

Provenance & Evidence