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Dimethylformamide → N-Methyl-(6-amino-9-benzyl-2-purinyl)thioacetamide

HRID 2269154
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HRID 2269154 반응식
[H-].[Na+].C[N:4]([CH:6]=O)C.[SH:8]CC(NC)=O.[NH2:14][C:15]1[N:23]=[C:22](Cl)[N:21]=[C:20]2[C:16]=1[N:17]=[CH:18][N:19]2[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CCCC[CH2:36][CH3:37]>[Cl-].[Na+].O>[CH3:6][NH:4][C:36](=[S:8])[CH2:37][C:22]1[N:21]=[C:20]2[C:16]([N:17]=[CH:18][N:19]2[CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:15]([NH2:14])[N:23]=1
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참가 물질

7

반응물 5

HCID 6228DimethylformamideHCID 8058HexaneHCID 24758Sodium hydrideHCID 2764829-Benzyl-2-chloro-9h-purin-6-amineHCID 4047279Acetamide, 2-mercapto-N-methyl-

생성물 1

HCID 18332802N-Methyl-(6-amino-9-benzyl-2-purinyl)thioacetamide수율 60%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

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온도
100 °C

실험 절차

Sodium hydride (320 mg, 8 mmol 60% in mineral oil) was washed with hexane. Thereto were added DMF (10 ml), 2-mercapto-N-methylacetamide (1 ml) and 6-amino-9-benzyl-2-chloropurine (200 mg, 0.77 mmol) in order. The mixture was stirred at 100° C. for 8 hours. After addition of saturated brine the reaction mixture was extracted with ethyl acetate. The organic layer was dried on magnesium sulfate and the solvent was removed in vacuo. The residue was purified with silica gel chromatography (3% methanol/chloroform) to give the subject compound (158 mg, yield 60%).

후처리

  1. extractionwas extracted with ethyl acetate
  2. customThe organic layer was dried on magnesium sulfate
  3. customthe solvent was removed in vacuo
  4. customThe residue was purified with silica gel chromatography (3% methanol/chloroform)

출처 및 근거

ORD 기록
ord-ecefc0547f484b0b8b6865d2ce4f6a7e
출처 데이터셋
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06329381B1

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