Tetrahydrofuran → 1,2-Dimethyl-1H-indol-5-amine

HRID 1059837Notes

Reaction equation

HRID 1059837 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-])=O)=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:14].C1COCC1>[Pd].CO>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([NH2:11])=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:14]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 2804851,2-dimethyl-5-nitro-1h-indole

Product 1

HCID 64847101,2-Dimethyl-1H-indol-5-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1,2-dimethyl-5-nitro-1H-indole (500 mg) in 1:1 THF:methanol (10 mL) was treated with 10% palladium on carbon (100 mg), stirred under hydrogen (1 atm) for 1 hour, filtered through diatomaceous earth (Celite®), and concentrated. The crude product was used without further purification in the next step.

Workup

  1. filtrationfiltered through diatomaceous earth (Celite®)
  2. concentrationconcentrated
  3. customThe crude product was used without further purification in the next step

Sources & evidence

ORD record
ord-8c329090a5f449ebaa23bd01e40af0d8
Source dataset
uspto-grants-2003_02
Patent number
US06521658B1

Reaction notes

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