HCID 15372233, compound → HCID 22724287, compound

HRID 2086857Notes

Reaction equation

HRID 2086857 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([NH:17][C:18]2[C:23]([NH2:24])=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:14]=[CH:15][CH:16]=1.[N:25]1[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31][C:32](=O)[C:33](O)=[O:34])[CH:26]=1>C(O)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([N:17]2[C:33](=[O:34])[C:32]([CH2:31][C:27]3[CH:26]=[N:25][CH:30]=[CH:29][CH:28]=3)=[N:24][C:23]3[CH:22]=[CH:21][CH:20]=[N:19][C:18]2=3)[CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 15372233HCID 15372233, compoundHCID 22724440HCID 22724440, compound

Product 1

HCID 22724287HCID 22724287, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-[3-(2-naphthyl)phenylamino]-3-aminopyridine and 3-(3-pyridyl)pyruvic acid in ethanol was stirred under reflux for 40 hours. After evaporation of the solvent, crude residue was chromatographed on silica gel to give 4-[3-(2-naphthyl)phenyl]-2-(3-pyridylmethyl)-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine. Crystallization from ether and recrystallization with methanol afforded colorless crystals.

Workup

  1. temperatureunder reflux for 40 hours
  2. customAfter evaporation of the solvent, crude residue
  3. customwas chromatographed on silica gel

Sources & evidence

ORD record
ord-c0a89dff8e174501b80f12e9460981ed
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

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