5,7-Dimethyl-2-(4-nitrophenyl)-4-(3,4,5-trimethoxyphenoxy)imidazo[5,1-f][1,2,4]triazine → HCID 12095702, compound

HRID 1270310Notes

Reaction equation

HRID 1270310 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH3:33])[N:5]2[C:10]=1[C:9]([O: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.[H][H]>CO.[Pd]>[CH3:1][C:2]1[N:3]=[C:4]([CH3:33])[N:5]2[C:10]=1[C:9]([O: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:25]=[CH:26][C:27]([NH2:30])=[CH:28][CH:29]=1)=[N:6]2

Participants

5

Reactant 2

HCID 223295845,7-Dimethyl-2-(4-nitrophenyl)-4-(3,4,5-trimethoxyphenoxy)imidazo[5,1-f][1,2,4]triazineHCID 178418361HCID 178418361, compound

Product 1

HCID 12095702HCID 12095702, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

70 mg (0.17 mmol) of 5,7-dimethyl-2-(4-nitrophenyl)-4-(3,4,5-trimethoxyphenoxy)-imidazo[5,1-f][1,2,4]triazine from example 14A are dissolved in methanol under argon. The mixture is treated with 20 mg of palladium on carbon (10% strength). It is hydrogenated for 5 h at a hydrogen pressure of 3 bar. The catalyst is then filtered off from the reaction mixture and the filtrate is concentrated under reduced pressure. The residue is purified by chromatography. (Eluent:dichloromethane/methanol 80:1).

Workup

  1. filtrationThe catalyst is then filtered off from the reaction mixture
  2. concentrationthe filtrate is concentrated under reduced pressure
  3. customThe residue is purified by chromatography

Sources & evidence

ORD record
ord-c9b297b8cdcc440a8106447f20a08254
Source dataset
uspto-grants-2007_04
Patent number
US07202243B2

Reaction notes

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