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1-[2-(2-Aminoethoxy)ethyl]-2-(2-methoxyethyl)-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-4-amine (1.00 g, 3.00 mmol) was dissolved in 30 mL of anhydrous CH2Cl2 and cooled to 0° C. under N2. To the stirred solution were added Et3N (0.84 mL, 6.00 mmol) and methanesulfonyl chloride (232 μL, 3.00 mmol) and the reaction was allowed to warm to room temperature overnight. The reaction mixture was then quenched by addition of saturated NaHCO3 solution (30 mL). The organic layer was separated and washed with H2O and brine, dried over Na2SO4 and concentrated under reduced pressure to give a yellow solid. The solid was triturated with Et2O and a few drops of MeOH. The resulting white powder was isolated by filtration and further purified by column chromatography (SiO2, 3% MeOH/CHCl3 saturated with aqueous NH4OH) to give 389 mg of N-(2-{2-[4-amino-2-(2-methoxyethyl)-6,7,8,9-tetrahydro-1H-imidazo[4,5-c]quinolin-1-yl]ethoxy}ethyl)methanesulfonamide as a white powder. m.p. 151.0–153.0° C.;

1. temperatureto warm to room temperature overnight
2. customThe reaction mixture was then quenched by addition of saturated NaHCO3 solution (30 mL)
3. customThe organic layer was separated
4. washwashed with H2O and brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under reduced pressure
7. customto give a yellow solid
8. customThe solid was triturated with Et2O and a few drops of MeOH
9. customThe resulting white powder was isolated by filtration
10. customfurther purified by column chromatography (SiO2, 3% MeOH/CHCl3 saturated with aqueous NH4OH)