HCID 15372233, compound → HCID 22724195, compound

HRID 2086858Notes

Reaction equation

HRID 2086858 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]2[C:17]([NH2:18])=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2].[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][C:26](=O)[C:27](O)=[O:28])[CH:20]=1>C(O)C>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([N:11]2[C:27](=[O:28])[C:26]([CH2:25][C:21]3[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=3)=[N:18][C:17]3[CH:16]=[CH:15][CH:14]=[N:13][C:12]2=3)[CH:8]=[CH:9][CH:10]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 15372233HCID 15372233, compoundHCID 22724139HCID 22724139, compound

Product 1

HCID 22724195HCID 22724195, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(3-acetamidophenylamino)-3-aminopyridine (1.0 g) and 3-(3-pyridyl)pyruvic acid (0.82 g) in ethanol (50 ml) was stirred under reflux for 6 hours. After evaporation of the solvent, crude residue was chromatographed on silica gel and crystallized from ethyl acetate to give 4-(3-acetamidophenyl)-2-(3-pyridyl-methyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (1.04 g).

Workup

  1. temperatureunder reflux for 6 hours
  2. customAfter evaporation of the solvent, crude residue
  3. customwas chromatographed on silica gel
  4. customcrystallized from ethyl acetate

Sources & evidence

ORD record
ord-3e1fec5400fa4408af368cde67023a0b
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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