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

HRID 1612431Notes

Reaction equation

HRID 1612431 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.[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 acidYield 107.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-nitro-5-(2-oxopyrrolidin-1-yl)-benzoic acid (D5) (2.86 g) and 10% Pd—C (0.7 g) in methanol (450 ml) water (50 ml) was hydrogenated at atmospheric pressure for 3 hrs. The mixture was filtered through Celite and concentrated to give 3-amino-5-(2-oxopyrrolidin-1-yl)-benzoic acid (2.70 g).

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e5e74262b62e4c76ae517cbf2580bf74
Source dataset
uspto-grants-2006_01
Patent number
US06992103B2

Reaction notes

Loading…