2-Oxoglutaric Acid → HCID 22724201, compound

HRID 2086888Notes

Reaction equation

HRID 2086888 reaction equation
[NH2:1][C:2]1[C:3]([NH:8][C:9]2[CH:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:13][CH:14]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.O=[C:22]([CH2:26][CH2:27][C:28](O)=[O:29])[C:23]([OH:25])=[O:24]>C(O)C>[C:11]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:12]=[CH:13][CH:14]=[C:9]([N:8]2[C:28](=[O:29])[C:27]([CH2:26][CH2:22][C:23]([OH:25])=[O:24])=[N:1][C:2]3[CH:7]=[CH:6][CH:5]=[N:4][C:3]2=3)[CH:10]=1

Participants

4

Reactant 2

HCID 512-Oxoglutaric AcidHCID 22724036HCID 22724036, compound

Product 1

HCID 22724201HCID 22724201, compoundYield 44.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-amino-2-[(3-biphenylyl)amino]pyridine (350 mg) and 2-ketoglutaric acid (235 mg) in ethanol (5 ml) was stirred under reflux for 1 hour. After evaporation of the solvent, the residue was chromatographed on silica gel column (2.5%-3% methanol in chloroform) to give 4-(3-biphenylyl)-2-(2-carboxyethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (222 mg).

Workup

  1. temperatureunder reflux for 1 hour
  2. customAfter evaporation of the solvent
  3. customthe residue was chromatographed on silica gel column (2.5%-3% methanol in chloroform)

Sources & evidence

ORD record
ord-0ed414654ea74330ae9837ae51de2dc8
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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