تفاعل #2369

معادلة التفاعل

4-tert-butyl-N-[6-{2-(6-chloropyridazin-3-yloxy)ethoxy}-5-(3-methoxyphenoxy)pyrimidin-4-yl]benzenesulfonamide

triethylamine

methanol

→

4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(pyridazin-3-yloxy)ethoxy}pyrimidin-4-yl]benzenesulfonamide

المردود 78.6%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe mixture is filtered
2. 2
   أخرىto remove the catalyst
3. 3
   تركيزThe filtrate is concentrated to dryness under reduced pressure
4. 4
   workup.ADDITIONThe residue is treated with aqueous citric acid solution
5. 5
   استخلاصextracted with chloroform
6. 6
   غسيلThe extract is washed
7. 7
   أخرىdried
8. 8
   أخرىevaporated
9. 9
   أخرىto remove the solvent
10. 10
    أخرىThe residue is recrystallized from ethyl acetate/diisopropyl ether

الإجراء التجريبي

A mixture of 4-tert-butyl-N-[6-{2-(6-chloropyridazin-3-yloxy)ethoxy}-5-(3-methoxyphenoxy)pyrimidin-4-yl]benzenesulfonamide (150 mg), 10% palladium-carbon (30 mg), triethylamine (52 mg), methanol (8 ml) and tetrahydrofuran (6 ml) is stirred at room temperature for five hours under hydrogen atmosphere (1 atm), and the mixture is filtered to remove the catalyst. The filtrate is concentrated to dryness under reduced pressure. The residue is treated with aqueous citric acid solution, and extracted with chloroform. The extract is washed, dried and evaporated to remove the solvent. The residue is recrystallized from ethyl acetate/diisopropyl ether to give 4-tert-butyl-N-[5-(3-methoxyphenoxy)-6-{2-(pyridazin-3-yloxy)ethoxy}pyrimidin-4-yl]benzenesulfonamide (111 mg) as crystals.

المصدر