Lithium iodide → HCID 10335553, compound

HRID 1656526Notes

Reaction equation

HRID 1656526 reaction equation
[CH3:1][O:2][CH:3]([O:22][CH3:23])[CH2:4][N:5]1[C:10](=[O:11])[C:9]([C:12]([O:14]CC)=[O:13])=[CH:8][N:7]=[C:6]1[C:17]1[S:18][CH:19]=[CH:20][CH:21]=1.[I-].[Li+]>N1C=CC=CC=1>[CH3:23][O:22][CH:3]([O:2][CH3:1])[CH2:4][N:5]1[C:10](=[O:11])[C:9]([C:12]([OH:14])=[O:13])=[CH:8][N:7]=[C:6]1[C:17]1[S:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 66321Lithium iodideHCID 19787903HCID 19787903, compound

Product 1

HCID 10335553HCID 10335553, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of ethyl 1-(2,2-dimethoxyethyl)-2-(2-thienyl)pyrimidin-6(1H)-one-5-carboxylate in pyridine (33 mL) was added lithium iodide (3.32 g) and the resulting mixture was heated at 110° C. overnight. The pyridine was evaporated and residual traces of pyridine were removed by evaporation with toluene. The residue was dissolved in 1N hydrochloric acid and the product was extracted into ethyl acetate. The solution was dried and evaporated to give an oil which crystallized from ether to provide 1-(2,2-dimethoxyethyl)-2-(2-thienyl)pyrimidin-6(1H)-one-5-carboxylic acid as a brown solid; MS: m/z=311(M+1).

Workup

  1. customThe pyridine was evaporated
  2. customresidual traces of pyridine were removed by evaporation with toluene
  3. dissolutionThe residue was dissolved in 1N hydrochloric acid
  4. extractionthe product was extracted into ethyl acetate
  5. customThe solution was dried
  6. customevaporated
  7. customto give an oil which
  8. customcrystallized from ether

Sources & evidence

ORD record
ord-6593a990467144d48324962d517610c1
Source dataset
uspto-grants-1993_10
Patent number
US05254558

Reaction notes

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