반응 #2381

반응 방정식

4-tert-butyl-N-{5-(4-methylphenyl)-6-[2-(4-nitrophenoxy)ethoxy]pyrimidin-4-yl}benzenesulfonamide

→

N-{6-[2-(4-aminophenoxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide

수율 98.7%

용매

ethanol tetrahydrofuran

반응 조건

후처리

1. 1
   기타is subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere
2. 2
   기타for two hours
3. 3
   기타The catalyst is removed by filtration
4. 4
   농축the filtrate is concentrated
5. 5
   기타The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1)
6. 6
   기타recrystallized from ethyl acetate/diisopropyl ether

실험 절차

A mixture of 4-tert-butyl-N-{5-(4-methylphenyl)-6-[2-(4-nitrophenoxy)ethoxy]pyrimidin-4-yl}benzenesulfonamide (383 mg), 10% palladium-carbon (50 mg) and ethanol-tetrahydrofuran (6 ml-3 ml) is subjected to catalytic hydrogenation at room temperature under hydrogen atmosphere (1 atm) for two hours. The catalyst is removed by filtration, and the filtrate is concentrated. The residue is purified by silica gel column chromatography (solvent; chloroform/ethyl acetate=10:1), and recrystallized from ethyl acetate/diisopropyl ether to give N-{6-[2-(4-aminophenoxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}-4-tert-butylbenzenesulfonamide (358 mg).

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