1-Methyl-6-nitroindoline → 1-methyl-2,3-dihydro-1H-indol-6-amine
Reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([N+:11]([O-])=O)[CH:9]=2)[CH2:4][CH2:3]1>CO.[Pd]>[NH2:11][C:8]1[CH:9]=[C:10]2[C:5]([CH2:4][CH2:3][N:2]2[CH3:1])=[CH:6][CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
1-Methyl-6-nitroindoline (0.9 g) was hydrogenated at 40 psi in methanol (100 ml) containing 10% palladium on carbon (0.9 g). The reaction mixture was filtered then evaporated and the residue was purified by column chromatography on silica using hexane→50% ethyl acetate/hexane to afford the title compound (0.62 g).
Workup
- filtrationThe reaction mixture was filtered
- customthen evaporated
- customthe residue was purified by column chromatography on silica
Sources & evidence
- ORD record
- ord-bc382abe11ab4427b78b010cda2a1519
- Source dataset
- uspto-grants-1997_12
- Patent number
- US05696110
Reaction notes
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