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

HRID 2269097노트

반응식

HRID 2269097 반응식
[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

참가 물질

5

반응물 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 18332796HCID 18332796, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-fc4142e1391b46f3b4e79f1783c36963
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06329381B1

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