Hydrochloric Acid → HCID 22724161, compound

HRID 2231010Notes

Reaction equation

HRID 2231010 reaction equation
[OH-].[Na+].[CH2:3]([C:10]1[C:15](=[O:16])[N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][C:24]([O:26]C)=[O:25])[CH:18]=2)[C:13]2[N:28]=[CH:29][CH:30]=[CH:31][C:12]=2[N:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CO.O1CCOCC1>[CH2:3]([C:10]1[C:15](=[O:16])[N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:23][C:24]([OH:26])=[O:25])[CH:18]=2)[C:13]2[N:28]=[CH:29][CH:30]=[CH:31][C:12]=2[N:11]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22724035HCID 22724035, compound

Product 1

HCID 22724161HCID 22724161, compoundYield 79.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

1N aqueous solution of sodium hydroxide (2 ml) was added to a solution of 2-benzyl-4-(3-methoxycarbonylmethylphenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (213 mg) in methanol (4 ml) and 1,4-dioxane (2 ml). After stirred at room temperature for 1 hour, the mixture was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The organic phase was washed with water and brine, dried over magnesium sulfate and concentrated to give 2-benzyl-4-(3-carboxymethylphenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (163 mg) as powder.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic phase was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-47c19c8ffc8b435689e2938ed6c639fb
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

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