تفاعل #2376

معادلة التفاعل

4-tert-butyl-N-{5-(4-methylphenyl)-6-{2-(5-nitropyridin-2-yloxy)ethoxy}pyrimidin-4-yl}benzenesulfonamide

→

N-{6-{2-(5-aminopyridin-2-yl-oxy)ethoxy}-5-(4-methylphenyl)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide

المردود 89.8%

المذيبات

isopropanol tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىThe catalyst is removed by filtration
2. 2
   تركيزthe filtrate is concentrated under reduced pressure
3. 3
   أخرىThe residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=2:1)
4. 4
   أخرىrecrystallized from ethyl acetate/n-hexane

الإجراء التجريبي

To a solution of 4-tert-butyl-N-{5-(4-methylphenyl)-6-{2-(5-nitropyridin-2-yloxy)ethoxy}pyrimidin-4-yl}benzenesulfonamide (975 mg) in isopropanol/tetrahydrofuran (1:1) (20 ml) is added 10% palladium-carbon (200 mg), and the mixture is stirred at room temperature for 1.5 hour under hydrogen atmosphere (1 atm). The catalyst is removed by filtration, and the filtrate is concentrated under reduced pressure. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=2:1), and recrystallized from ethyl acetate/n-hexane to give N-{6-{2-(5-aminopyridin-2-yl-oxy)ethoxy}-5-(4-methylphenyl)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide (829 mg) as crystals.

المصدر