1-Methyl-4-nitro-2,3-dihydro-1H-indole → 1-methyl-2,3-dihydro-1H-indol-4-amine

HRID 230860Notes

Reaction equation

HRID 230860 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[C:6]([N+:11]([O-])=O)[CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3]1>C(O)C.[Pd]>[CH3:1][N:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([NH2:11])[C:5]=2[CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 577631791-Methyl-4-nitro-2,3-dihydro-1H-indole

Product 1

HCID 552890011-methyl-2,3-dihydro-1H-indol-4-amineYield 97.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of Intermediate 70 (0.50 g) in ethanol (30 ml) was added to 10% palladium on carbon (0.050 g) and the mixture was stirred under an atmosphere of hydrogen for 20 min. The mixture was filtered through ‘hyflo’ filter aid and the solvent removed in vacuo to give the title compound as a brown oil (0.405 g).

Workup

  1. filtrationThe mixture was filtered through ‘hyflo’
  2. filtrationfilter aid
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-86dc5785231949a0bc336aeb77a75f56
Source dataset
uspto-grants-2009_07
Patent number
US07566786B2

Reaction notes

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