5-Nitro-1H-indole-2-carboxylic acid propylamide → 5-Amino-1H-indole-2-carboxylic acid propylamide

HRID 450720

Reaction equation

HRID 450720 reaction equation
[CH2:1]([NH:4][C:5]([C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][C:12]([N+:16]([O-])=O)=[CH:11][CH:10]=2)=[O:6])[CH2:2][CH3:3]>CCO.[Pd]>[CH2:1]([NH:4][C:5]([C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][C:12]([NH2:16])=[CH:11][CH:10]=2)=[O:6])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 670239755-Nitro-1H-indole-2-carboxylic acid propylamide

Product 1

HCID 620571415-Amino-1H-indole-2-carboxylic acid propylamideYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

To a solution of 5-nitro-1H-indole-2-carboxylic acid propylamide (2.94 g, 11.9 mmol) in EtOH (150 ml) a suspension of palladium on charcoal (10%, 1 g) in EtOH was added. The mixture was hydrogenated at atmospheric pressure. After filtration and removal of the solvents in vacuo the product was obtained as a yellow powder (2.46 mg, 95%).

Workup

  1. additionwas added
  2. filtrationAfter filtration and removal of the solvents in vacuo the product

Sources & evidence

ORD record
ord-630127751cc1404dbcd018eddda7be57
Source dataset
uspto-grants-2013_07
Patent number
US08486984B2

Linked notes

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