Sodium Bicarbonate → HCID 22724309, compound

HRID 2086838Notes

Reaction equation

HRID 2086838 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]([N:11]2[C:16](=[O:17])[C:15]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:14][C:13]3[CH:25]=[CH:26][CH:27]=[N:28][C:12]2=3)[CH:8]=[CH:9][CH:10]=1)(=O)C.C(=O)(O)[O-].[Na+]>Cl>[NH2:4][C:5]1[CH:6]=[C:7]([N:11]2[C:16](=[O:17])[C:15]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:14][C:13]3[CH:25]=[CH:26][CH:27]=[N:28][C:12]2=3)[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 22724028HCID 22724028, compound

Product 1

HCID 22724309HCID 22724309, compoundYield 94.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 4-(3-acetamidophenyl)-2-benzyl-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (6.03 g) in 3N hydrochloric acid (150 ml) was refluxed for 1 hour. Sodium bicarbonate was added thereto until the mixture was alkaline. The mixture was extracted with ethyl acetate and the organic solution was washed with water and brine, dried over magnesium sulfate and concentrated to give the solids. The solids were collected and washed with ethanol to give 4-(3-aminophenyl)-2-benzyl-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (5.05 g).

Workup

  1. temperaturewas refluxed for 1 hour
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe organic solution was washed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto give the solids
  7. customThe solids were collected
  8. washwashed with ethanol

Sources & evidence

ORD record
ord-a4dd2bbd47104692aa6ff8cec9b50e1d
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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