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

HRID 2086820Notes

Reaction equation

HRID 2086820 reaction equation
[CH3:1][C:2]1[C:7](=[O:8])[N:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([NH:15]C(=O)C)[CH:10]=2)[C:5]2[N:19]=[CH:20][CH:21]=[CH:22][C:4]=2[N:3]=1.C(=O)(O)[O-].[Na+]>Cl>[CH3:1][C:2]1[C:7](=[O:8])[N:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[CH:10]=2)[C:5]2[N:19]=[CH:20][CH:21]=[CH:22][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 227241972-Methyl-4-(3-acetamidophenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine

Product 1

HCID 227239942-Methyl-4-(3-aminophenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazineYield 100.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The suspension of 2-methyl-4-(3-acetamidophenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (8.6 g) in 3N hydrochloric acid (50 ml) was refluxed for an hour. The mixture was made basic by sodium bicarbonate (15 g) to obtain 2-methyl-4-(3-aminophenyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (7.4 g) in yellow powder.

Workup

  1. temperaturewas refluxed for an hour

Sources & evidence

ORD record
ord-1ec11489a9c4418ca17b989498132347
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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