Methylglyoxal → 3-Methylpyrido[2,3-b]pyrazine

HRID 1883172Notes

Reaction equation

HRID 1883172 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:9][C:10]([CH:12]=O)=O>C(O)C>[CH3:12][C:10]1[N:1]=[C:2]2[N:3]=[CH:4][CH:5]=[CH:6][C:7]2=[N:8][CH:9]=1

Participants

4

Reactant 2

HCID 880MethylglyoxalHCID 99562,3-Diaminopyridine

Product 1

HCID 235103633-Methylpyrido[2,3-b]pyrazineYield 60.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,3-Diaminopyridine (2.0 g) and a 40% aqueous pyruvic aldehyde solution (3.30 g) were refluxed in ethanol for 20 minutes. The reaction solution was concentrated, and the residue was recrystallized from 2-propanol, collected by filtration, and dried to give 3-methylpyrido[2,3-b]pyrazine (1.61 g, 60%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. customthe residue was recrystallized from 2-propanol
  3. filtrationcollected by filtration
  4. customdried

Sources & evidence

ORD record
ord-f12b6ad977894fb8b039399b67f6cde4
Source dataset
uspto-grants-2004_07
Patent number
US06759429B2

Reaction notes

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