Sodium Bicarbonate → HCID 22724309, compound

HRID 2231014Notes

Reaction equation

HRID 2231014 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-ed71406725db4970883d295b6f913c20
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

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