Bromocyclopentane → HCID 11774121、化合物

HRID 1984211ノート

反応式

HRID 1984211 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13]1[N:21]=[C:20]([Cl:22])[N:19]=[C:18]2[C:14]=1[N:15]=[CH:16][NH:17]2.Br[CH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH:12][C:13]1[N:21]=[C:20]([Cl:22])[N:19]=[C:18]2[C:14]=1[N:15]=[CH:16][N:17]2[CH:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1

参加物

5

反応物 3

HCID 8728BromocyclopentaneHCID 11430Potassium CarbonateHCID 178478467[2-(3-Chloro-propoxy)-phenyl]-(2-chloro-9H-purin-6-yl)-amine

生成物 1

HCID 11774121HCID 11774121、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

[2-(3-Chloro-propoxy)-phenyl]-(2-chloro-9H-purin-6-yl)-amine (3 mmol), bromo-cyclopentane (4.1 mmol) and potassium carbonate (water free, 3.6 mmol) are suspended in DMF (20 ml) and heated up to 50° C. and the mixture is stirred at this temperature for 5 hours. After cooling to RT the mixture is poured on water and extracted 3 times with ethyl acetate. The combined organic phases are washed twice with brine and the extract is dried over sodium sulfate and evaporated. The residue is purified by flash chromatography on silica gel with (CH2Cl2/MeOH=20:1) as mobile phase. The product containing fractions are combined and evaporated. The product is cristallized from diethyl ether/pentane, filtered off and dried. A solid powder with mp. 110-112° C., Rf=0.78 (CH2Cl2/MeOH=20:1) is obtained.

後処理

  1. temperatureAfter cooling to RT the mixture
  2. additionis poured on water
  3. extractionextracted 3 times with ethyl acetate
  4. washThe combined organic phases are washed twice with brine
  5. dry with materialthe extract is dried over sodium sulfate
  6. customevaporated
  7. customThe residue is purified by flash chromatography on silica gel with (CH2Cl2/MeOH=20:1) as mobile phase
  8. additionThe product containing fractions
  9. customevaporated
  10. filtrationfiltered off
  11. customdried
  12. customA solid powder with mp. 110-112° C., Rf=0.78 (CH2Cl2/MeOH=20:1) is obtained

出典と根拠

ORDレコード
ord-f9f321cbf4c04453a1735ec03f8cbc64
出典データセット
uspto-grants-2009_06
特許番号
US07544688B2

反応ノート

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