2-methoxy-N-(3-nitro-5-(trifluoromethyl)phenyl)acetamide → N-(3-amino-5-(trifluoromethyl)phenyl)-2-methoxyacetamide

HRID 2200140Notes

Reaction equation

HRID 2200140 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[CH:10]=[C:9]([N+:17]([O-])=O)[CH:8]=1)=[O:5]>CO.[Pd]>[NH2:17][C:9]1[CH:8]=[C:7]([NH:6][C:4](=[O:5])[CH2:3][O:2][CH3:1])[CH:12]=[C:11]([C:13]([F:15])([F:16])[F:14])[CH:10]=1

Participants

4

Reactant 1

HCID 900201822-methoxy-N-(3-nitro-5-(trifluoromethyl)phenyl)acetamide

Product 1

HCID 90020420N-(3-amino-5-(trifluoromethyl)phenyl)-2-methoxyacetamideYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Add Pd/C (10%, 30 mg) to the solution of 2-methoxy-N-(3-nitro-5-(trifluoromethyl)phenyl)acetamide (100 mg, 0.36 mmol) in methanol (6 mL), stir the mixture under hydrogen atmosphere at room temperature for 16 hrs. Filter off the solid, concentrate the filtrate under reduced pressure to yield the crude product (89 mg, 100%) which is used without further purification.

Workup

  1. filtrationFilter off the solid
  2. concentrationconcentrate the filtrate under reduced pressure

Sources & evidence

ORD record
ord-b07614988f5e48d597e7a8a99a8c4906
Source dataset
uspto-grants-2016_06
Patent number
US09359338B2

Reaction notes

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