3-Nitro-5-(2-oxopyrrolidin-1-yl)benzoic acid → 3-Amino-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid

HRID 1664224Notes

Reaction equation

HRID 1664224 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])[CH:12]=1)[C:7]([OH:9])=[O:8])([O-])=O>CO.C1COCC1.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]=[C:11]([N:13]2[CH2:17][CH2:16][CH2:15][C:14]2=[O:18])[CH:12]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 222530233-Nitro-5-(2-oxopyrrolidin-1-yl)benzoic acid

Product 1

HCID 222529903-Amino-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To the solution of 2.19 g (8.75 mmol) 3-nitro-5-(2-oxo-pyrrolidin-1-yl)-benzoic acid in 50 ml MeOH/THF 3/2 are added 0.2 g Pd/C (10% Engelhard 4505) and the reaction is stirred at rt under hydrogen (1 atm) for 18 h. After filtration through celite the solvent is evaporated at reduced pressure to give the product.

Workup

  1. filtrationAfter filtration through celite the solvent
  2. customis evaporated at reduced pressure
  3. customto give the product

Sources & evidence

ORD record
ord-0e77f158f8904d6cbd034c05dad5cc1d
Source dataset
uspto-grants-2011_10
Patent number
US08039455B2

Reaction notes

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