تفاعل #2391

معادلة التفاعل

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

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

المردود 118.4%

المذيبات

trifluoroacetic anhydride

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىthe mixture is evaporated
2. 2
   أخرىto remove the solvent
3. 3
   workup.DISSOLUTIONThe residue is dissolved in methanol/triethylamine (1:1) (20 ml)
4. 4
   تركيزconcentrated to dryness under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue is dissolved in chloroform
6. 6
   غسيلwashed with saturated aqueous ammonium chloride solution and brine
7. 7
   تجفيفdried over sodium sulfate
8. 8
   ترشيحfiltered
9. 9
   تركيزThe filtrate is concentrated under reduced pressure

الإجراء التجريبي

A solution of 4-tert-butyl-N-{6-[2-(5-methylsulfinylpyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide (471 mg) in trifluoroacetic anhydride (5 ml) and methylene chloride (5 ml) is refluxed for 30 minutes, and the mixture is evaporated to remove the solvent. The residue is dissolved in methanol/triethylamine (1:1) (20 ml), and concentrated to dryness under reduced pressure. The residue is dissolved in chloroform, washed with saturated aqueous ammonium chloride solution and brine, dried over sodium sulfate, and filtered. The filtrate is concentrated under reduced pressure to give 4-tert-butyl-N-{6-[2-(5-mercaptopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide as pale yellow foam (529 mg).

المصدر