反応 #2391

反応方程式

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

→

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

収率 118.4%

溶媒

trifluoroacetic anhydride

methylene chloride

反応条件

後処理

1. 1
   その他the mixture is evaporated
2. 2
   その他to remove the solvent
3. 3
   workup.DISSOLUTIONThe residue is dissolved in methanol/triethylamine (1:1) (20 ml)
4. 4
   濃縮concentrated to dryness under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue is dissolved in chloroform
6. 6
   洗浄washed with saturated aqueous ammonium chloride solution and brine
7. 7
   乾燥dried over sodium sulfate
8. 8
   ろ過filtered
9. 9
   濃縮The filtrate is concentrated under reduced pressure

実験手順

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).

出典