7-Acetyl-5-nitroindole → 5-Amino-7-acetylindole

HRID 617255Notes

Reaction equation

HRID 617255 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([N+:13]([O-])=O)[CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([C:4]1[CH:5]=[C:6]([NH2:13])[CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 155414347-Acetyl-5-nitroindole

Product 1

HCID 154534695-Amino-7-acetylindoleYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 7-acetyl-5-nitroindole (0.2 g, 1.2 mmol) and 10% Pd/C (30 mg) in 20 mL of MeOH was stirred at reflux for 1 h. The reaction mixture was filtered and concentrated in vacuo, yielding oil (0.17 g, >95%), which was characterized by NMR and subjected to the following reaction without further purification.

Workup

  1. temperatureat reflux for 1 h
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-dd79492374c64561ab25d3ef3f605022
Source dataset
uspto-grants-1999_09
Patent number
US05948804

Reaction notes

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