6-Amino-9-methyl-1,4,7,8,9,10-hexahydro-pyrido[3,4-f]quinoxaline-2,3-dione → 9-Methyl-2,3-dioxo-1,2,3,4,7,8,9,10-octahydro-pyrido[3,4-f]quinoxaline-6-carbonitrile

HRID 48247Notes

Reaction equation

HRID 48247 reaction equation
N[C:2]1[C:3]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][C:4]=2[C:5]2[NH:6][C:7](=[O:13])[C:8](=[O:12])[NH:9][C:10]=2[CH:11]=1.N([O-])=O.[Na+].[C:23]([Cu])#[N:24]>Cl>[CH3:18][N:15]1[CH2:16][CH2:17][C:3]2[C:2]([C:23]#[N:24])=[CH:11][C:10]3[NH:9][C:8](=[O:12])[C:7](=[O:13])[NH:6][C:5]=3[C:4]=2[CH2:14]1

Participants

5

Reactant 3

HCID 99921196-Amino-9-methyl-1,4,7,8,9,10-hexahydro-pyrido[3,4-f]quinoxaline-2,3-dioneHCID 23668193Sodium NitriteHCID 178418546HCID 178418546, compound

Product 1

HCID 104225359-Methyl-2,3-dioxo-1,2,3,4,7,8,9,10-octahydro-pyrido[3,4-f]quinoxaline-6-carbonitrile

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The product from Example 79 is treated with sodium nitrite in 37% HCl solution at 0° C. The reaction mixture is poured into a solution of CuCN and the title compound is isolated by filtration.

Sources & evidence

ORD record
ord-54823148799a48c39c1cdf955319cd46
Source dataset
uspto-grants-2004_03
Patent number
US06703391B2

Reaction notes

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