Bromocyclopentane → HCID 11774121, 화합물

HRID 1984211노트

반응식

HRID 1984211 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 11774121HCID 11774121, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

[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.

후처리

  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

출처 및 근거

ORD 기록
ord-f9f321cbf4c04453a1735ec03f8cbc64
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544688B2

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