HCID 67401578, compound → HCID 67402265, compound

HRID 908892Notes

Reaction equation

HRID 908892 reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([N+:12]([O-])=O)=[CH:9][CH:10]=2)[CH:5]=[C:4]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[F:21])[CH3:2]>[Pd].C(O)C>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][C:8]([NH2:12])=[CH:9][CH:10]=2)[CH:5]=[C:4]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[F:21])[CH3:2]

Participants

4

Reactant 1

HCID 67401578HCID 67401578, compound

Product 1

HCID 67402265HCID 67402265, compoundYield 114.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a suspension containing 1-ethyl-2-(2-fluorophenyl)-5-nitro-1H-indole (0.78 g; 2.75 mmol) in 95° ethanol (100 ml) was added 10% Pd/C (0.1 g; 0.1 mmol) and the mixture underwent hydrogenation in a Parr hydrogenator (30 psi) for 4 hours. The mixture was filtered and the solution was evaporated under reduced pressure to give 1-ethyl-2-(2-fluorophenyl)-1H-indol-5-amine (0.8 g), which was used without any further purification.

Workup

  1. filtrationThe mixture was filtered
  2. customthe solution was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e97001ca75ef446cb1de2b6a7dbc8003
Source dataset
uspto-grants-2011_09
Patent number
US08017644B2

Reaction notes

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