Isopropyl iodide → 2-Chloro-9-isopropyl-6-(4-nitro-phenyl-amino)-9H-purine

HRID 9919

反応式

HRID 9919 の反応式
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=2)[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH:27](I)([CH3:29])[CH3:28].O1CCOCC1>C(OCC)(=O)C.CN(C=O)C.O>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:27]([CH3:29])[CH3:28])=[C:4]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([N+:18]([O-:20])=[O:19])=[CH:16][CH:17]=2)[N:3]=1

参加物

8

反応物 4

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 312751,4-DioxaneHCID 219882602-Chloro-6-(4-nitro-phenyl-amino)-purine

生成物 1

HCID 219881912-Chloro-9-isopropyl-6-(4-nitro-phenyl-amino)-9H-purine

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture comprising 0.87 g (3 mmol) of 2-chloro-6-(4-nitro-phenyl-amino)-purine, 0.15 g (4.5 mmol) of caesium carbonate and 1.8 ml (18 mmol) of isopropyl iodide is stirred in 22 ml of a mixture comprising dioxane:water:DMF in a ratio of 2:1:4 at 100° C. for 48 h. Thereafter, the reaction mixture is diluted with ethyl acetate and the organic phase is washed with water and dried over sodium sulfate. After removal of the solvent, the residue is chromatographed over silica gel (mobile phase: CH2Cl2:methanol=9:1). The crystalline precipitate obtained on concentration is filtered off and dried. 2-Chloro-9-isopropyl-6-(4-nitro-phenyl-amino)-9H-purine is obtained; m.p.>260° C.; FAB-MS: (M+H)+=333; Rf=0.8 (CH2Cl2:methanol=9:1).

後処理

  1. washthe organic phase is washed with water
  2. dry with materialdried over sodium sulfate
  3. customAfter removal of the solvent
  4. customthe residue is chromatographed over silica gel (mobile phase: CH2Cl2:methanol=9:1)
  5. customThe crystalline precipitate obtained on concentration
  6. filtrationis filtered off
  7. customdried

出典と根拠

ORDレコード
ord-11beb6d00d1b42dca5407a695e214e9e
出典データセット
uspto-grants-2006_08
特許番号
US07091346B1

関連ノート

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