N-(4-methoxy-2-nitro-6-trifluoromethyl-phenyl)-acetamide → 6-methoxy-2-methyl-4-trifluoromethyl-1H-benzimidazole

HRID 1846514Notes

Reaction equation

HRID 1846514 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([NH:13][C:14](=O)[CH3:15])=[C:5]([N+:17]([O-])=O)[CH:4]=1.[H][H]>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]2[N:13]=[C:14]([CH3:15])[NH:17][C:5]=2[CH:4]=1

Participants

5

Reactant 2

HCID 66978303N-(4-methoxy-2-nitro-6-trifluoromethyl-phenyl)-acetamideHCID 178418361HCID 178418361, compound

Product 1

HCID 669782136-methoxy-2-methyl-4-trifluoromethyl-1H-benzimidazole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 0.55 g (1.98 mmol) N-(4-methoxy-2-nitro-6-trifluoromethyl-phenyl)-acetamide and 100 mg Pd/C in 30 mL acetic acid was hydrogenated for 5 h under a hydrogen atmosphere at 80° C. until all the hydrogen had been taken up. The catalyst was filtered off and the filtrate was evaporated down i.vac.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated down i.vac

Sources & evidence

ORD record
ord-33072e54c6cf498daf428f757eb2a836
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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