HCID 10243439, compound → HCID 10013416, compound

HRID 1425580Notes

Reaction equation

HRID 1425580 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:7][C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][C:11]([N+:16]([O-])=O)=[CH:10][CH:9]=3>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:15]=[C:14]2[C:6](=[CH:5][CH:4]=1)[NH:7][C:8]1[CH:9]=[CH:10][C:11]([NH2:16])=[CH:12][C:13]2=1

Participants

4

Reactant 1

HCID 10243439HCID 10243439, compound

Product 1

HCID 10013416HCID 10013416, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 3-methoxy-6-nitro-9H-carbazole (100 mg, 0.41 mmol) in 40 mL MeOH was added Palladium on activated carbon (50 mg). The mixture was stirred at rt under H2 atmosphere for 5 h. Solid was filtered off and the filtrate was concentrated to afford 6-methoxy-9H-carbazol-3-amine as a brown solid (80 mg, 92%). This material was used directly for the next reaction without purification. MS (ESI) m/z 213 (M+H+).

Workup

  1. filtrationSolid was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-db3e666155e848b38852c8efda098ba4
Source dataset
uspto-grants-2015_01
Patent number
US08932557B2

Reaction notes

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