Potassium Carbonate → HCID 52912216, compound

HRID 2401308Notes

Reaction equation

HRID 2401308 reaction equation
[CH:1]1([C:6]2[NH:14][C:13]3[C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH3:18])[C:10](Cl)=[N:9][C:8]=3[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C([O-])([O-])=O.[K+].[K+].[F:26][C:27]1[CH:28]=[C:29]([OH:34])[CH:30]=[CH:31][C:32]=1[F:33]>CN1CCCC1=O.C(OCC)(=O)C.O>[CH:1]1([C:6]2[NH:14][C:13]3[C:12](=[O:15])[N:11]([CH2:16][CH2:17][CH3:18])[C:10]([O:34][C:29]4[CH:30]=[CH:31][C:32]([F:33])=[C:27]([F:26])[CH:28]=4)=[N:9][C:8]=3[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

7

Reactant 3

HCID 11430Potassium CarbonateHCID 759273,4-DifluorophenolHCID 69937333HCID 69937333, compound

Product 1

HCID 52912216HCID 52912216, compoundYield 19%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8857Ethyl AcetateSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
130 °C

Procedure

To a solution of 8-cyclopentyl-2-chloro-1-propyl-1,7-dihydro-purin-6-one (0.06 g, 0.21 mmol) in N-methyl-2-pyrrolidone (0.2 ml) was added K2CO3 (0.044 g, 0.32 mmol) followed by 3,4-difluoro phenol and the reaction mixture was heated at 130° C. overnight. The reaction mixture was diluted with ethyl acetate and water. The layers were separated and ethyl acetate layer was washed with water. The ethyl acetate layer was dried over anhydrous sodium sulphate and concentrated under vacuum. The crude product was purified by preparative TLC using 3% methanol in DCM to give the product (0.015 g, 19%) as a white solid.

Workup

  1. customThe layers were separated
  2. washethyl acetate layer was washed with water
  3. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulphate
  4. concentrationconcentrated under vacuum
  5. customThe crude product was purified by preparative TLC

Sources & evidence

ORD record
ord-5d3584b3448547c7be7438743e48ee0e
Source dataset
uspto-grants-2014_08
Patent number
US08796290B2

Reaction notes

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