Hydrochloric Acid → HCID 22724161, compound

HRID 2086834Notes

Reaction equation

HRID 2086834 reaction equation
[OH-:1].[Na+].[CH2:3]([C:10]1[C:15](=[O:16])[N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19](C(OC)=O)[C:18]=2C)[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.[O:33]1[CH2:38][CH2:37]OCC1>CO>[CH2:3]([C:10]1[C:15](=[O:16])[N:14]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([CH2:37][C:38]([OH:33])=[O:1])[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

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 69898968HCID 69898968, compound

Product 1

HCID 22724161HCID 22724161, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N aqueous solution of sodium hydroxide (2 ml) was added to a solution of 2-benzyl-4-(3-methoxycarbonyl-methylphenyl)-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-408427a0169244339c4ed95c7b356371
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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