1,3-Dimethyl-5-nitroisoquinoline → 1,3-Dimethylisoquinolin-5-amine

HRID 559476Notes

Reaction equation

HRID 559476 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[C:7]([N+:12]([O-])=O)[CH:8]=[CH:9][CH:10]=2)[CH:5]=[C:4]([CH3:15])[N:3]=1>[Pd].CO>[NH2:12][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:6]=1[CH:5]=[C:4]([CH3:15])[N:3]=[C:2]2[CH3:1]

Participants

4

Reactant 1

HCID 574567801,3-Dimethyl-5-nitroisoquinoline

Product 1

HCID 223376241,3-Dimethylisoquinolin-5-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of D3 (2.01 g, 9.94 mM) and 10% palladium on charcoal (1 g) in methanol was hydrogenated at atmospheric pressure for 1 h. The catalyst was filtered off and the filtrate concentrated under reduced pressure to afford the title compound as an off white solid.

Workup

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

Sources & evidence

ORD record
ord-8b298f91f862430fb1b4d0d9f7fe359c
Source dataset
uspto-grants-2011_11
Patent number
US08063078B2

Reaction notes

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