Glyoxal → 9-Methylpyrido[2,3-f]quinoxaline

HRID 868959Notes

Reaction equation

HRID 868959 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([NH2:13])[C:6]([NH2:12])=[CH:7][CH:8]=2)[N:3]=1.[CH:14]([CH:16]=O)=O>C(O)C>[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[CH:8]=[CH:7][C:6]3[N:12]=[CH:16][CH:14]=[N:13][C:5]=3[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 7860GlyoxalHCID 70097416HCID 70097416, compound

Product 1

HCID 700962599-Methylpyrido[2,3-f]quinoxalineYield 103.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-methylquinoline-7,8-diamine (255 mg, 1.48 mmol) in ethanol (3 mL) was added glyoxal (103 mg, 1.78 mmol). The mixture was stirred at room temperature for 2 h. The mixture was then concentrated to give 9-methylpyrido[2,3-f]quinoxaline as a yellow solid (300 mg). MS (ESI): m/z 196 (M+H)+.

Workup

  1. concentrationThe mixture was then concentrated

Sources & evidence

ORD record
ord-87830e5287ce45ff994a85db698466fc
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

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