تفاعل #685479

معادلة التفاعل

2-({7-benzyloxy-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}amino)-2-oxoethyl acetate hydrochloride

sodium hydroxide

→

1-[7-benzyloxy-2-(hydroxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol

المردود 97.8%

المذيبات

methanol

water

ظروف التفاعل

المعالجة

1. 1
   أخرىwas obtained
2. 2
   درجة الحرارةwhile heating the reaction mixture
3. 3
   درجة الحرارةat reflux
4. 4
   workup.ADDITIONthe addition
5. 5
   غسيلthe addition funnel was rinsed with water (10 mL)
6. 6
   درجة الحرارةthe reaction mixture was heated
7. 7
   درجة الحرارةat reflux for one hour
8. 8
   درجة الحرارةThe reaction mixture was then cooled to ˜0° C.
9. 9
   أخرىthe solid product was isolated by filtration
10. 10
    غسيلwashed with methanol
11. 11
    تجفيفa small volume of acetone, and dried under vacuum at 50° C.

الإجراء التجريبي

A mixture of 2-({7-benzyloxy-4-[(2-hydroxy-2-methylpropyl)amino]quinolin-3-yl}amino)-2-oxoethyl acetate hydrochloride (54.0 g, 0.114 mol) in methanol (270 mL) was heated to 55° C., at which point a solution was obtained. A solution of sodium hydroxide (9.2 g, 0.23 mol) in water (90 mL) was then added over a period of five minutes while heating the reaction mixture at reflux. Following the addition, the addition funnel was rinsed with water (10 mL), and the reaction mixture was heated at reflux for one hour. The reaction mixture was then cooled to ˜0° C., and the solid product was isolated by filtration, washed with methanol, deionized water, and a small volume of acetone, and dried under vacuum at 50° C. to provide 42.1 g of 1-[7-benzyloxy-2-(hydroxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol as an off-white solid.

المصدر