Dimethylformamide → 2-chloro-9-ethyl-6-(3-fluoro-phenyl-amino)-9H-purine

HRID 9911

反応式

HRID 9911 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][CH:15]=[C:14]([F:18])[CH:13]=2)[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:26][CH3:27].CN(C=O)C>O1CCOCC1.O.C(OCC)(=O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:26][CH3:27])=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)[N:3]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 6340IodoethaneHCID 10796Cesium carbonateHCID 219883282-Chloro-6-(3-fluoro-phenyl-amino)-purine

生成物 1

HCID 219883192-chloro-9-ethyl-6-(3-fluoro-phenyl-amino)-9H-purine

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 218864351,4-Dioxane--water (1/1)溶媒

実験手順

1 g (3.47 mmol) of 2-chloro-6-(3-fluoro-phenyl-amino)-purine, 1.8 g (5.5 mmol) of caesium carbonate and 2.3 ml (27.8 mmol) of iodoethane are stirred in 14 ml of a dioxane/water mixture (4:3) and 12 ml of DMF at RT for 16 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: ethyl acetate/hexane=4:1) and 2-chloro-9-ethyl-6-(3-fluoro-phenyl-amino)-9H-purine is isolated; m.p. 136° C.; FAB-MS: (M+H)+=292; Rf=0.7 (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: ethyl acetate/hexane=4:1)

出典と根拠

ORDレコード
ord-598185acff304cc3a86a995c03c157bb
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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