Hydrochloric Acid → HCID 52934384, compound

HRID 2401315Notes

Reaction equation

HRID 2401315 reaction equation
[CH:1]1([C:6]2[N:14](COCC[Si](C)(C)C)[C:13]3[C:12](=[O:23])[N:11]([CH2:24][CH:25]([CH3:27])[CH3:26])[C:10]([O:28][C:29]4[C:30]([CH3:35])=[N:31][CH:32]=[CH:33][CH:34]=4)=[N:9][C:8]=3[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C(O)C>[CH:1]1([C:6]2[NH:14][C:13]3[C:12](=[O:23])[N:11]([CH2:24][CH:25]([CH3:26])[CH3:27])[C:10]([O:28][C:29]4[C:30]([CH3:35])=[N:31][CH:32]=[CH:33][CH:34]=4)=[N:9][C:8]=3[N:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67194093HCID 67194093, compound

Product 1

HCID 52934384HCID 52934384, compoundYield 12.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 8-cyclopentyl-1-isobutyl-2-(2-methyl-pyridin-3-yloxy)-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.11 g, 0.214 mmol), 2N HCl (2.5 ml), ethanol (2.5 ml) was heated at 85° C. for 4 hours. The mixture was cooled and the solvent was evaporated. The residue was diluted with water (10 ml). The aqueous layer was extracted with ethyl acetate. The organic layer was washed with saturated brine solution, dried over sodium sulphate and concentrated. The residue was purified by column chromatography to provide 8-Cyclopentyl-1-isobutyl-2-(2-methyl-pyridin-3-yloxy)-1,7-dihydro-purin-6-one (0.01 g) as white solid.

Workup

  1. temperatureThe mixture was cooled
  2. customthe solvent was evaporated
  3. additionThe residue was diluted with water (10 ml)
  4. extractionThe aqueous layer was extracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine solution
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated
  8. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-f5ee086f8d3247bfbe014e6d1755f37e
Source dataset
uspto-grants-2014_08
Patent number
US08796290B2

Reaction notes

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