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

HRID 2269154
ノート
印刷プレビュー

反応式

HRID 2269154 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

反応条件

温度
100 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-ecefc0547f484b0b8b6865d2ce4f6a7e
出典データセット
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06329381B1

反応ノート

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