4-tert-butyl-N-{6-[2-(5-methylsulfinylpyrimidin-2-yl-oxy)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

HRID 1082291

反応式

HRID 1082291 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:20]([C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)=[C:19]([O:28][CH2:29][CH2:30][O:31][C:32]3[N:37]=[CH:36][C:35]([S:38](C)=O)=[CH:34][N:33]=3)[N:18]=[CH:17][N:16]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>FC(F)(F)C(OC(=O)C(F)(F)F)=O.C(Cl)Cl>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]2[C:20]([C:21]3[CH:22]=[CH:23][C:24]([CH3:27])=[CH:25][CH:26]=3)=[C:19]([O:28][CH2:29][CH2:30][O:31][C:32]3[N:37]=[CH:36][C:35]([SH:38])=[CH:34][N:33]=3)[N:18]=[CH:17][N:16]=2)(=[O:12])=[O:13])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 1

HCID 196894684-tert-butyl-N-{6-[2-(5-methylsulfinylpyrimidin-2-yl-oxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide

生成物 1

HCID 196895294-tert-butyl-N-{6-[2-(5-mercaptopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-yl}benzenesulfonamide収率 118.4%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 9845Trifluoroacetic anhydride溶媒

実験手順

A solution of 4-tert-butyl-N-{6-[2-(5-methylsulfinylpyrimidin-2-yl-oxy)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).

後処理

  1. customthe mixture is evaporated
  2. customto remove the solvent
  3. dissolutionThe residue is dissolved in methanol/triethylamine (1:1) (20 ml)
  4. concentrationconcentrated to dryness under reduced pressure
  5. dissolutionThe residue is dissolved in chloroform
  6. washwashed with saturated aqueous ammonium chloride solution and brine
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. concentrationThe filtrate is concentrated under reduced pressure

出典と根拠

ORDレコード
ord-f4760413daca4f899d277c05eb97e85f
出典データセット
uspto-grants-1996_12
特許番号
US05589478

関連ノート

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