7-Nitroindole → 7-Aminoindole
Reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2)([O-])=O.C([O-])=O.[NH4+]>C(O)C.[Pd]>[NH:11]1[C:12]2[C:8](=[CH:7][CH:6]=[CH:5][C:4]=2[NH2:1])[CH:9]=[CH:10]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Dissolve 7-nitroindole in ethanol and add ammonium formate (10 equivalents) and a catalytic amount of 10% palladium on carbon. Heat the mixture to reflux for 1 hr before cooling, filter through celite, and evaporate to provide the product as a purple solid (99%).
Workup
- temperatureHeat the mixture
- temperatureto reflux for 1 hr
- temperaturebefore cooling
- filtrationfilter through celite
- customevaporate
Sources & evidence
- ORD record
- ord-d66e2b89479b4a10883eee173cc6ba93
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07728150B2
Reaction notes
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