Sodium Bicarbonate → 4-(3-Aminophenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine

HRID 2231035Notes

Reaction equation

HRID 2231035 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:20]=[N:21][CH:22]=[CH:23][CH:24]=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:20]=[N:21][CH:22]=[CH:23][CH:24]=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 22724195HCID 22724195, compound

Product 1

HCID 227240264-(3-Aminophenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazineYield 91.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 4-(3-acetamidophenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (0.9 g) in 4N hydrochloric acid (22 ml) was stirred under reflux for 90 minutes, and cooled. The reaction mixture was neutralized with solid sodium bicarbonate and precipitated white crystals were collected, washed with water and dried to give 4-(3-aminophenyl)-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (0.73 g).

Workup

  1. temperatureunder reflux for 90 minutes
  2. temperaturecooled
  3. customprecipitated white crystals
  4. customwere collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-c7bf5bb4a57447ab81f9b855497e76d0
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

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