3-Methylpyrido(3,4-b)pyrazin-2(1H)-one → HCID 53669727, compound

HRID 21527Notes

Reaction equation

HRID 21527 reaction equation
[CH3:1][C:2]1[C:3](=[O:12])[NH:4][C:5]2[C:10]([N:11]=1)=[CH:9][N:8]=[CH:7][CH:6]=2.[H][H]>CO.[Pd].[Pd].[C]>[CH3:1][CH:2]1[NH:11][C:10]2[C:5](=[CH:6][CH:7]=[N:8][CH:9]=2)[NH:4][C:3]1=[O:12]

Participants

6

Reactant 2

HCID 217791363-Methylpyrido(3,4-b)pyrazin-2(1H)-oneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 53669727HCID 53669727, compoundYield 82%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

3-Methyl-1,4,6-triazanaphthalen-2(1H)-one (J. W. Clark-Lewis, R. P. Singh J. Chem. Soc. 1962, 3162) (3.1 g, 0.02 mol) was hydrogenated in 300 ml of methanol with palladium catalysis (10% Pd/carbon) under 1 atm of hydrogen. After hydrogen uptake ceased, the catalyst was filtered off with suction, the solvent was removed, and the residue was stirred with diethyl ether and filtered off with suction. 2.6 g (82%) of the desired product of melting point 230° C. (dec.) were obtained.

Workup

  1. filtrationthe catalyst was filtered off with suction
  2. customthe solvent was removed
  3. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-b566065b42fe4b3faa3ce20642721aa8
Source dataset
uspto-grants-1995_06
Patent number
US05424311

Reaction notes

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