Isopropyl iodide → 2-Chloro-N-(3-chlorophenyl)-9-isopropyl-9H-purin-6-amine

HRID 9898

反応式

HRID 9898 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]([Cl:18])[CH:13]=2)[N:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[CH:25](I)([CH3:27])[CH3:26]>CN(C=O)C.O.O1CCOCC1.C(OCC)(=O)C>[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:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[N:3]=1

参加物

7

反応物 3

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 219882322-chloro-N-(3-chlorophenyl)-9H-purin-6-amine

生成物 1

HCID 219882482-Chloro-N-(3-chlorophenyl)-9-isopropyl-9H-purin-6-amine

試薬・触媒・溶媒 3

HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒HCID 21962138N,N-Dimethylformamide--water (1/1)溶媒

実験手順

500 mg (1.78 mmol) of 2-chloro-6-(3-chloro-phenyl-amino)-purine are dissolved in a mixture of 29.5 ml of DMF/water (85/15) and 5 ml of dioxane by means of gentle heating. 870 mg (2.67 mmol) of caesium carbonate, followed by 1.78 ml (17.8 mmol) of isopropyl iodide are added at room temperature. The reaction mixture is stirred at room temperature for 18 hours. To bring the reaction to completion, the reaction mixture is stirred at 45° C. for a further 24 hours. When the reaction has ended, the reaction mixture is diluted with ethyl acetate, washed with water (2 times) and saturated sodium chloride solution and dried over magnesium sulfate. After filtration, the filtrate is concentrated under reduced pressure at 35° C. and the residue is dried under an HV. The resulting crude product is purified by crystallization from diethyl ether/hexane. 2-Chloro-6-(3-chloro-phenyl-amino)-9-isopropyl-9H-purine is obtained; Rf=0.46 (ethyl acetate); m.p. 128–129° C.

後処理

  1. additionare added at room temperature
  2. customthe reaction to completion
  3. stirringthe reaction mixture is stirred at 45° C. for a further 24 hours
  4. washwashed with water (2 times) and saturated sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. filtrationAfter filtration
  7. concentrationthe filtrate is concentrated under reduced pressure at 35° C.
  8. customthe residue is dried under an HV
  9. customThe resulting crude product is purified by crystallization from diethyl ether/hexane

出典と根拠

ORDレコード
ord-74fde67f2a9f47cb945db7fa6bea0160
出典データセット
uspto-grants-2006_08
特許番号
US07091346B1

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