Isopropyl iodide → 2-chloro-9-isopropyl-6-(4-fluoro-phenyl-amino)-9H-purine

HRID 9917

反応式

HRID 9917 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]([F:18])=[CH:14][CH:13]=2)[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH:25](I)([CH3:27])[CH3:26].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:25]([CH3:27])[CH3:26])=[C:4]([NH:11][C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)[N:3]=1

参加物

8

反応物 4

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 312751,4-DioxaneHCID 219881932-Chloro-6-(4-fluoro-phenyl-amino)-purine

生成物 1

HCID 219882462-chloro-9-isopropyl-6-(4-fluoro-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 1 g (3.3 mmol) of 2-chloro-6-(4-fluoro-phenyl-amino)-purine, 2.1 g (6.6 mmol) of caesium carbonate and 2 ml of isopropyl iodide is stirred in 32 ml of a mixture comprising dioxane, water and DMF in a ratio of 2:3:7 at 100° C. for 20 h. Thereafter, the reaction mixture is diluted with ethyl acetate and the organic phase is washed with water. After drying over sodium sulfate and removal of the solvent, the residue is chromatographed over silica gel (mobile phase: ethyl acetate:hexane=4:1). On concentration, 2-chloro-9-isopropyl-6-(4-fluoro-phenyl-amino)-9H-purine is obtained as a crystalline compound. m.p. 154° C.; FAB-MS: (M+H)+=306; Rf=0.2 (ethyl acetate:hexane=4:1).

後処理

  1. washthe organic phase is washed with water
  2. dry with materialAfter drying over sodium sulfate and removal of the solvent
  3. customthe residue is chromatographed over silica gel (mobile phase: ethyl acetate:hexane=4:1)
  4. concentrationOn concentration

出典と根拠

ORDレコード
ord-aafe9cd2ac154742ae3af14c87c79dc2
出典データセット
uspto-grants-2006_08
特許番号
US07091346B1

関連ノート

読み込み中…