Iodoethane → 2-Chloro-n-(3-chlorophenyl)-9-ethyl-9h-purin-6-amine

HRID 9896

反応式

HRID 9896 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-].[K+].[K+].[CH2:25](I)[CH3:26]>CN(C=O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:25][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

5

反応物 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 219882322-chloro-N-(3-chlorophenyl)-9H-purin-6-amine

生成物 1

HCID 110013202-Chloro-n-(3-chlorophenyl)-9-ethyl-9h-purin-6-amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

676 mg (2.413 mmol) of 2-chloro-6-(3-chloro-phenyl-amino)-purine are dissolved in 10 ml of abs. DMF by means of gentle heating. 375 mg (2.713 mmol) of potassium carbonate, followed by 0.97 ml (12.01 mmol) of ethyl iodide are added at room temperature. The reaction mixture is stirred at room temperature for 2 hours. When the reaction is complete, the reaction mixture is poured onto ice/water (60 ml) and stirred for 10 minutes. The inhomogeneous mixture is extracted three times with ethyl acetate. The combined organic extracts are washed twice with water and once with saturated sodium chloride solution and dried over magnesium sulfate. After filtration, the filtrate is concentrated under reduced pressure at 35° C. and dried under an HV. The resulting crude product (crystalline oil) is purified by crystallization from diethyl ether/hexane. 2-Chloro-6-(3-chloro-phenyl-amino)-9-ethyl-9H-purine is obtained; Rf=0.55 (ethyl acetate:hexane=3:1); APCI-MS: (M+H)+=308; HPLC: tret(grad 20/1)=12.40 minutes; m.p. 127–128° C.

後処理

  1. additionare added at room temperature
  2. additionthe reaction mixture is poured onto ice/water (60 ml)
  3. stirringstirred for 10 minutes
  4. extractionThe inhomogeneous mixture is extracted three times with ethyl acetate
  5. washThe combined organic extracts are washed twice with water and once with saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. filtrationAfter filtration
  8. concentrationthe filtrate is concentrated under reduced pressure at 35° C.
  9. customdried under an HV
  10. customThe resulting crude product (crystalline oil) is purified by crystallization from diethyl ether/hexane

出典と根拠

ORDレコード
ord-d405be57821f4dbb93ac2b274583a947
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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