1-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline → 1-Methyl-1,2,3,4-tetrahydroquinolin-7-amine

HRID 970648Notes

Reaction equation

HRID 970648 reaction equation
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-])=O)[CH:10]=2)[CH2:5][CH2:4][CH2:3]1>CO.[Pd]>[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH2:12])[CH:10]=2)[CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 1

HCID 114809551-Methyl-7-nitro-1,2,3,4-tetrahydroquinoline

Product 1

HCID 112174211-Methyl-1,2,3,4-tetrahydroquinolin-7-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of the 1-methyl-7-nitro-1,2,3,4-tetrahydroquinoline (4.0 g, 20.81 mMol), Pd/C (2 g) in methanol (100 mL) was hydrogenated at 10 PSI for 2 hours. The catalyst was filtered off, and the filtrate was concentrated under vacuum to give the crude product which was used as such without further purification.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-84e481538b424c1098fee51d75ef8136
Source dataset
uspto-grants-2007_12
Patent number
US07312233B2

Reaction notes

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