Bromine → 6-Amino-9-benzyl-8-bromo-2-(2-methylbutyl)thiopurine

HRID 2269097ノート

反応式

HRID 2269097 の反応式
[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH:13]([CH3:16])[CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[Br:24]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)Cl>[NH2:1][C:2]1[N:10]=[C:9]([S:11][CH2:12][CH:13]([CH3:16])[CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([Br:24])[N:6]2[CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

参加物

5

反応物 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 18332796HCID 18332796、化合物

生成物 1

HCID 183327466-Amino-9-benzyl-8-bromo-2-(2-methylbutyl)thiopurine収率 53%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

6-Amino-9-benzyl-2-(2-methylbutyl)thiopurine (60 mg, 0.18 mmol) and bromine (0.4 ml) were dissolved in 90 ml of methylene chloride and the solution was stirred at room temperature for 7 hours. Aqueous sodium thiosulfate was added to the reaction mixture. The organic layer was separated, dried on magnesium sulfate and filtered. The solvent in the filtrate was evaporated in vacuo. The residue was purified with silica gel chromatography (1% methanol/chloroform) to give the subject compound (39 mg, yield 53%).

後処理

  1. customThe organic layer was separated
  2. customdried on magnesium sulfate
  3. filtrationfiltered
  4. customThe solvent in the filtrate was evaporated in vacuo
  5. customThe residue was purified with silica gel chromatography (1% methanol/chloroform)

出典と根拠

ORDレコード
ord-fc4142e1391b46f3b4e79f1783c36963
出典データセット
uspto-grants-2001_12
特許番号
US06329381B1

反応ノート

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