Sodium Hydroxide → HCID 69102420, compound

HRID 2217230Notes

Reaction equation

HRID 2217230 reaction equation
[NH2:1][C:2]1C(C#N)=[N:4][C:5]([C:14]2[CH:15]=[N:16][C:17]([O:20]C)=[CH:18][CH:19]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.[OH-:24].[Na+].[O:26]1[CH2:31][CH2:30]OCC1>>[NH2:1][C:2]1[C:30]([C:31]([OH:26])=[O:24])=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[NH:16][CH:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 69102358HCID 69102358, compound

Product 1

HCID 69102420HCID 69102420, compound

Conditions

Temperature
80 °C

Procedure

3-Amino-6-(6-methoxy-3-pyridyl)-5-phenyl-2-pyrazinecarbonitrile (800 mg) was dissolved in dioxane and conc. HC. The solution was stirred at 80° C. for 15 hours. Dioxane was evaporated out. The reaction mixture was cooled to room temperature and concentrated in vacuo to give residue. To the residue was added 1N NaOH to adjust the pH of the aqueous mixture to 6-7. The crystals were collected by filtration, and dried in vacuo to give 3-amino-6-(6-oxo-1,6-dihydro-3-pyridyl)-5-phenyl-2-pyrazinecarboxylic acid as powder (600 mg).

Workup

  1. customDioxane was evaporated out
  2. temperatureThe reaction mixture was cooled to room temperature
  3. concentrationconcentrated in vacuo
  4. customto give residue
  5. filtrationThe crystals were collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-57e50cd4f7b74367afebcc52b1333732
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

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