Methanol → HCID 59395495, compound

HRID 1097703Notes

Reaction equation

HRID 1097703 reaction equation
[CH2:1]([N:5]1[C:13]2[N:12]=[C:11]([Cl:14])[NH:10][C:9]=2[C:8](=[O:15])[N:7]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22]CC)=[O:21])[C:6]1=[O:25])[CH2:2][CH2:3][CH3:4].[Li+].[OH-].O.CO>CCOC(C)=O>[CH2:1]([N:5]1[C:13]2[N:12]=[C:11]([Cl:14])[NH:10][C:9]=2[C:8](=[O:15])[N:7]([CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])[C:6]1=[O:25])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 887MethanolHCID 962Water2×HCID 3939Lithium HydroxideHCID 59395413ethyl 5-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoate

Product 1

HCID 59395495HCID 59395495, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of ethyl 5-(3-butyl-8-chloro-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-1-yl)pentanoate (2.8 g, 7.55 mmol), LiOH (542 mg, 22.7 mmol), water (2.5 ml) and methanol (50 ml) was stirred at rt for 60 h. The mixture was portioned between water and EtOAc and the pH of the aqueous phase adjusted to pH 4-5. The organic layer was separated, washed with brine, dried (MgSO4) and evaporated to give the title compound as a white solid (2.18 g).

Workup

  1. customThe organic layer was separated
  2. washwashed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated

Sources & evidence

ORD record
ord-856ded426d41402a9d3a5de4774a3426
Source dataset
uspto-grants-2012_03
Patent number
US08143264B2

Reaction notes

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