Bromocyclopentane → HCID 11359100, compound

HRID 1984205Notes

Reaction equation

HRID 1984205 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[N:3]=1.Br[CH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[C:4]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[N:3]=1

Participants

5

Reactant 3

HCID 8728BromocyclopentaneHCID 11430Potassium CarbonateHCID 15366662HCID 15366662, compound

Product 1

HCID 11359100HCID 11359100, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Chloro-6-cyclohexylamino-purine (10 mmol), bromocyclopentane (20 mmol) and potassium carbonate (20 mmol, water free) in DMF (70 ml) are heated up to 50° C. and the mixture is stirred at this temperature for 10 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. A pale oil with Rf=0.36 (CH2Cl2/MeOH=20:1) is obtained.

Workup

  1. additionis poured on water
  2. extractionextracted 3 times with ethyl acetate
  3. washThe combined organic phases are washed twice with brine
  4. dry with materialthe extract is dried over sodium sulfate
  5. customevaporated
  6. customA pale oil with Rf=0.36 (CH2Cl2/MeOH=20:1) is obtained

Sources & evidence

ORD record
ord-dd4b460345644f8981e64c53ddf8b434
Source dataset
uspto-grants-2009_06
Patent number
US07544688B2

Reaction notes

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