Sodium Carbonate → HCID 136350313, compound

HRID 2401312Notes

Reaction equation

HRID 2401312 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]([CH2:16][O:17][CH2:18][CH2:19][Si:20]([CH3:23])([CH3:22])[CH3:21])[C:7]([CH:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:8]2)=[C:4](Cl)[N:3]=1.C(=O)([O-])[O-:26].[Na+].[Na+]>O1CCOCC1>[Cl:1][C:2]1[NH:3][C:4](=[O:26])[C:5]2[N:6]([CH2:16][O:17][CH2:18][CH2:19][Si:20]([CH3:23])([CH3:22])[CH3:21])[C:7]([CH:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)=[N:8][C:9]=2[N:10]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 86670199HCID 86670199, compound

Product 1

HCID 136350313HCID 136350313, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2,6-dichloro-8-cyclopentyl-7-(2-trimethylsilanyl-ethoxymethyl)-7H-purine (0.12 g, 0.31 mmol) in dioxane (5 ml) was added aqueous solution of sodium carbonate (0.012 g, 1.24 mmol, in 4 ml water). Reaction mixture was refluxed overnight. Reaction mixture was concentrated and water was added in it and it was extracted with ethyl acetate. Ethyl acetate layer was washed with brine and water, dried over sodium sulphate, filtered and concentrated. Residue obtained was washed with ether to obtained 2-chloro-8-cyclopentyl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.1 g, 87%) as white solid.

Workup

  1. customReaction mixture
  2. temperaturewas refluxed overnight
  3. customReaction mixture
  4. concentrationwas concentrated
  5. additionwater was added in it and it
  6. extractionwas extracted with ethyl acetate
  7. washEthyl acetate layer was washed with brine and water
  8. dry with materialdried over sodium sulphate
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customResidue obtained
  12. washwas washed with ether

Sources & evidence

ORD record
ord-ca0beb338dee41a6ac66ae06e5684058
Source dataset
uspto-grants-2014_08
Patent number
US08796290B2

Reaction notes

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