Hydrochloric Acid → HCID 69103616, compound

HRID 2217227Notes

Reaction equation

HRID 2217227 reaction equation
[NH2:1][C:2]1[C:3]([C:22]#[N:23])=[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.Cl.[OH2:25].[OH-].[Na+]>O1CCOCC1>[NH2:1][C:2]1[C:3]([C:22]([NH2:23])=[O:25])=[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

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 69102358HCID 69102358, compound

Product 1

HCID 69103616HCID 69103616, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

3-Amino-6-(6-methoxy-3-pyridyl)-5-phenyl-2-pyrazinecarbonitrile (500 mg) was dissolved in dioxane (10 ml) and conc. HCl (5 ml). The solution was stirred at 80° C. for 5 hours. The reaction mixture was cooled to 25-30° C. and concentrated in vacuo to give a residue. To the residue was added water and 1N NaOH to adjust the pH of the aqueous mixture to 6-7. The precipitated crystals were collected by filtration dried in vacuo to give 3-amino-6-(6-oxo-1,6-dihydro-3-pyridyl)-5-phenyl-2-pyrazinecarboxamide (390 mg).

Workup

  1. temperatureThe reaction mixture was cooled to 25-30° C.
  2. concentrationconcentrated in vacuo
  3. customto give a residue
  4. filtrationThe precipitated crystals were collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-f366d0941bcf4e4ab63a5c42b27ee73b
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

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