反应 #9520

反应方程式

4-methoxybenzyl 4-[4-amino-2-ethoxymethyl-7-(pyridin-3-yl)-1H-imidazo[4,5-c]quinolin-1-yl]butane-1-sulfonamide

→

4-[4-amino-2-ethoxymethyl-7-(pyridin-3-yl)-1H-imidazo[4,5-c]quinolin-1-yl]butane-1-sulfonamide

收率 77.5%

溶剂

trifluoroacetic acid

反应条件

后处理

1. 1
   浓缩concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONThe residue was dissolved in methanol
3. 3
   浓缩concentrated under reduced pressure
4. 4
   workup.ADDITION2 M aqueous sodium hydroxide was added
5. 5
   其他the resulting solid was isolated by filtration
6. 6
   洗涤washed with water
7. 7
   其他purified by HPFC (
8. 8
   洗涤eluting with chloroform
9. 9
   其他The purified product was dried overnight under high vacuum at 80° C.

实验过程

A solution of 4-methoxybenzyl 4-[4-amino-2-ethoxymethyl-7-(pyridin-3-yl)-1H-imidazo[4,5-c]quinolin-1-yl]butane-1-sulfonamide (0.50 g, 0.88 mmol) in trifluoroacetic acid (5 mL) was stirred at ambient temperature for four hours and then concentrated under reduced pressure. The residue was dissolved in methanol and concentrated under reduced pressure; this process was repeated three times. The residue was then suspended in water, and 2 M aqueous sodium hydroxide was added to adjust to pH 7. The mixture was stirred for 30 minutes, and the resulting solid was isolated by filtration, washed with water, and purified by HPFC (eluting with chloroform:CMA in a gradient from 100:0 to 30:70). The purified product was dried overnight under high vacuum at 80° C. to provide 0.31 g of 4-[4-amino-2-ethoxymethyl-7-(pyridin-3-yl)-1H-imidazo[4,5-c]quinolin-1-yl]butane-1-sulfonamide as tan needles, mp 250–251.5° C.

来源