5,7-dimethyl-2-(4-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-4-amine → N-[2-(4-Aminophenyl)-5,7-dimethylimidazo[5,1-f][1,2,4]triazin-4-yl]-N-(3,4,5-trimethoxyphenyl)amine

HRID 1270312Notes

Reaction equation

HRID 1270312 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH3:33])[N:5]2[C:10]=1[C:9]([NH:11][C:12]1[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=1)=[N:8][C:7]([C:24]1[CH:29]=[CH:28][C:27]([N+:30]([O-])=O)=[CH:26][CH:25]=1)=[N:6]2>[Pd]>[NH2:30][C:27]1[CH:26]=[CH:25][C:24]([C:7]2[N:8]=[C:9]([NH:11][C:12]3[CH:17]=[C:16]([O:18][CH3:19])[C:15]([O:20][CH3:21])=[C:14]([O:22][CH3:23])[CH:13]=3)[C:10]3=[C:2]([CH3:1])[N:3]=[C:4]([CH3:33])[N:5]3[N:6]=2)=[CH:29][CH:28]=1

Participants

3

Reactant 1

HCID 223296435,7-dimethyl-2-(4-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-4-amine

Product 1

HCID 11742877N-[2-(4-Aminophenyl)-5,7-dimethylimidazo[5,1-f][1,2,4]triazin-4-yl]-N-(3,4,5-trimethoxyphenyl)amine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

620 mg (1.38 mmol) of 5,7-dimethyl-2-(4-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)-imidazo[5,1-f][1,2,4]triazin-4-amine from example 17A are hydrogenated in the presence of 200 mg of palladium on carbon (10% strength) analogously to example 1.

Sources & evidence

ORD record
ord-3207a788f4e34f9e88c7c5c07c419c70
Source dataset
uspto-grants-2007_04
Patent number
US07202243B2

Reaction notes

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