Bromocyclopentane → HCID 11774121、化合物

HRID 1162992ノート

反応式

HRID 1162992 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 crystallized 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. customThe product is crystallized from diethyl ether/pentane
  11. filtrationfiltered off
  12. customdried
  13. 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-90edc9870fbe47218f4cbc62d0c226b4
出典データセット
uspto-grants-2010_10
特許番号
US07820818B2

反応ノート

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