HCID 178526576, compound → HCID 178507485, compound

HRID 1041222Notes

Reaction equation

HRID 1041222 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[NH:11][CH:12]=[C:13]([C:15]([F:18])([F:17])[F:16])[N:14]=1)([O-])=O>CO.[Pd]>[F:18][C:15]([F:16])([F:17])[C:13]1[N:14]=[C:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH2:1])[NH:11][CH:12]=1

Participants

4

Reactant 1

HCID 178526576HCID 178526576, compound

Product 1

HCID 178507485HCID 178507485, compoundYield 94.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-(2-Nitro-phenyl)-4-trifluoromethyl-1H-imidazole (1.50 g, 5.83 mmol) was dissolved in Methanol (35 mL) and solution was carefully added to 10% Palladium on Carbon (90:10, carbon black:Palladium, 0.500 g) under nitrogen. The reaction was then hydrogenated at 55 psi until HPLC showed consumption of starting material (˜4 hours). Catalyst was removed via filtration and the filtrate was reduced en vacuo to afford 1.25 grams (94%) of the desired product. LC/MS (ESI): 288.09.

Workup

  1. customconsumption of starting material (˜4 hours)
  2. customCatalyst was removed via filtration

Sources & evidence

ORD record
ord-9f7ee847d5ea4c45b725ae57468317d4
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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