Hydrochloric Acid → HCID 59299595, compound

HRID 1943814Notes

Reaction equation

HRID 1943814 reaction equation
[CH2:1]([N:5]1[C:13](=[O:14])[C:12]2[N:11]([CH2:15][CH:16]=[CH2:17])[C:10]([C:18]([O:20]C)=[O:19])=[N:9][C:8]=2[N:7]([CH2:22][CH2:23][CH2:24][CH3:25])[C:6]1=[O:26])[CH2:2][CH2:3][CH3:4].[Li+].[OH-].Cl.CCOC(C)=O>CO.O>[CH2:1]([N:5]1[C:13](=[O:14])[C:12]2[N:11]([CH2:15][CH:16]=[CH2:17])[C:10]([C:18]([OH:20])=[O:19])=[N:9][C:8]=2[N:7]([CH2:22][CH2:23][CH2:24][CH3:25])[C:6]1=[O:26])[CH2:2][CH2:3][CH3:4]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 59299585HCID 59299585, compound

Product 1

HCID 59299595HCID 59299595, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A stirred solution of methyl 1,3-dibutyl-2,6-dioxo-7-(2-propen-1-yl)-2,3,6,7-tetrahydro-1H-purine-8-carboxylate (1.30 g, 3.6 mmol) in MeOH (15 ml) was treated with LiOH (215 mg) and water (1.5 ml). After 3 hours at rt the mixture was diluted with water and the pH adjusted to ca. pH5 with 2M HCl (aq). EtOAc was added and then separated, washed with brine, dried (MgSO4) and concentrated to afford the title compound as a yellow solid 85% pure (1.2 g, 88%). m/z. 349.2[MH+].

Workup

  1. customseparated
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-6ffc28d40b014638a0589c22344e0c85
Source dataset
uspto-grants-2013_03
Patent number
US08394808B2

Reaction notes

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