反应详情

7-Bromo-2-(2-methoxyethyl)-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-4-amine was coupled with 5-(tert-butyldimethylsilanyloxymethyl)pyridine-3-boronic acid according to the method described in Examples 118–121. The reaction was heated at reflux for 2.25 hours, and the work-up procedure described in Part F of Examples 125–131 was followed. The crude product was purified and deprotected according to the procedure described in Example 144. The resulting solid was purified by HPFC (eluting with chloroform:CMA in a gradient from 100:0 to 55:45) followed by recrystallization from acetonitrile to provide {5-[4-amino-2-(2-methoxyethyl)-1-(2-methylpropyl)-1H-imidazo[4,5-c]quinolin-7-yl]pyridin-3-yl}methanol as white needles, mp 202–204° C.

1. temperatureThe reaction was heated
2. temperatureat reflux for 2.25 hours
3. customThe crude product was purified
4. customThe resulting solid was purified by HPFC (
5. washeluting with chloroform
6. customCMA in a gradient from 100:0 to 55:45) followed by recrystallization from acetonitrile