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

HRID 1270316Notes

Reaction equation

HRID 1270316 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][CH:27]=[C:26]([N+:30]([O-])=O)[CH:25]=1)=[N:6]2>[Pd]>[NH2:30][C:26]1[CH:25]=[C:24]([C:7]2[N:8]=[C:9]([NH:11][C:12]3[CH:13]=[C:14]([O:22][CH3:23])[C:15]([O:20][CH3:21])=[C:16]([O:18][CH3:19])[CH:17]=3)[C:10]3=[C:2]([CH3:1])[N:3]=[C:4]([CH3:33])[N:5]3[N:6]=2)[CH:29]=[CH:28][CH:27]=1

Participants

3

Reactant 1

HCID 184491135,7-dimethyl-2-(3-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)imidazo[5,1-f][1,2,4]triazin-4-amine

Product 1

HCID 18449115N-[2-(3-Aminophenyl)-5,7-dimethylimidazo[5,1-f][1,2,4]triazin-4-yl]-N-(3,4,5-tri-methoxyphenyl)amine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

340 mg (0.76 mmol) of 5,7-dimethyl-2-(3-nitrophenyl)-N-(3,4,5-trimethoxyphenyl)-imidazo[5,1-f][1,2,4]triazin-4-amine from example 18A are hydrogenated in the presence of 110 mg of palladium on carbon (10% strength) analogously to example 1.

Sources & evidence

ORD record
ord-bcaf879162764719bd342448a5eb32f2
Source dataset
uspto-grants-2007_04
Patent number
US07202243B2

Reaction notes

Loading…