Water → HCID 22284129, compound

HRID 1061678Notes

Reaction equation

HRID 1061678 reaction equation
C(=O)([O-])[O-].[K+].[K+].O.[CH:8]([N:10]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:13]([CH2:22][C:23]([O:25]CC)=[O:24])[C:12](=[O:28])[CH:11]1[CH:29]([CH3:31])[CH3:30])=[O:9].C(OCC)(=O)C>C(O)C>[CH:8]([N:10]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:13]([CH2:22][C:23]([OH:25])=[O:24])[C:12](=[O:28])[CH:11]1[CH:29]([CH3:31])[CH3:30])=[O:9]

Participants

6

Reactant 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 86592306HCID 86592306, compound

Product 1

HCID 22284129HCID 22284129, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Potassium carbonate (983 mg) and water (6 ml) are added to a solution of ethyl {(3RS)-4-formyl-3-isopropyl-2-oxo-6-phenyl-1,2,3,4-tetrahydropyrazin-1-yl}acetate (1.96 g, Reference compound No. 50-1) in ethanol (14 ml), and the mixture is stirred overnight. Ethyl acetate is added to reaction mixture, and the whole is extracted with water. A 10% aqueous citric acid solution is added to the extract to acidify the system, and the whole is extracted with ethyl acetate again. The extract is washed with water and dried over anhydrous magnesium sulfate. The extract is concentrated under reduced pressure to give the titled reference compound (0.90 g).

Workup

  1. extractionthe whole is extracted with water
  2. additionA 10% aqueous citric acid solution is added to the
  3. extractionextract
  4. extractionthe whole is extracted with ethyl acetate again
  5. washThe extract is washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe extract is concentrated under reduced pressure

Sources & evidence

ORD record
ord-b3834599e1e9442db51e2e97ecd78ce7
Source dataset
uspto-grants-2005_11
Patent number
US06960575B2

Reaction notes

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