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

HRID 1427211Notes

Reaction equation

HRID 1427211 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-c4b854530069442caa53645e8a2109f6
Source dataset
uspto-grants-2015_01
Patent number
US08933113B2

Reaction notes

Loading…