5-(4-Nitrophenyl)-2-(trifluoromethyl)-1H-imidazole → 4-[2-(Trifluoromethyl)-1H-imidazol-5-yl]aniline

HRID 56604Notes

Reaction equation

HRID 56604 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[NH:14][C:13]([C:15]([F:18])([F:17])[F:16])=[N:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[F:18][C:15]([F:16])([F:17])[C:13]1[NH:14][C:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)=[CH:11][N:12]=1

Participants

4

Reactant 1

HCID 1176226405-(4-Nitrophenyl)-2-(trifluoromethyl)-1H-imidazole

Product 1

HCID 1176228484-[2-(Trifluoromethyl)-1H-imidazol-5-yl]aniline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 104 mg (0.4 mmol) of 5-(4-nitrophenyl)-2-(trifluoromethyl)-1H-imidazole in 10 ml of ethanol was hydrogenated in the presence of 15 mg of palladium (10% on activated carbon) at RT and standard pressure. The reaction mixture was then filtered through Celite and the filtrate was concentrated under reduced pressure and dried. Yield: 98 mg (quant.)

Workup

  1. filtrationThe reaction mixture was then filtered through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customdried

Sources & evidence

ORD record
ord-71dff73756fc492c8210d647d6618f15
Source dataset
uspto-grants-2016_09
Patent number
US09434690B2

Reaction notes

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