HCID 86705039, compound → 6-Fluoro-1H-indol-4-amine

HRID 1477840Notes

Reaction equation

HRID 1477840 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([N+]([O-])=O)[C:5]([CH:11]=[CH:12][N:13](C)C)=[C:4]([N+:16]([O-])=O)[CH:3]=1>C(O)C.[Pd]>[F:1][C:2]1[CH:3]=[C:4]([NH2:16])[C:5]2[CH:11]=[CH:12][NH:13][C:6]=2[CH:7]=1

Participants

4

Reactant 1

HCID 86705039HCID 86705039, compound

Product 1

HCID 247280226-Fluoro-1H-indol-4-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(4-fluoro-2,6-dinitrophenyl)-N,N-dimethylethenamine (18 g, 0.071 mol) was dissolved in ethanol (1000 mL), and charged with 10% palladium on carbon (2.0 g). The mixture was hydrogenated at room temperature overnight. The mixture was filtrated through celite and washed with ethanol. The filtrate was combined and evaporated in vacuo. The residue was purified by silica gel flash chromatography (PE: EA=2:1) to afford the title compound. LC/MS m/z=151.2 [M+H]+.

Workup

  1. filtrationThe mixture was filtrated through celite
  2. washwashed with ethanol
  3. customevaporated in vacuo
  4. customThe residue was purified by silica gel flash chromatography (PE: EA=2:1)

Sources & evidence

ORD record
ord-d20c72390c04403f87606094a2851b4e
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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