3-Methyl-5-nitroisoquinoline → 3-Methylisoquinolin-5-amine

HRID 490287

Reaction equation

HRID 490287 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([N+:12]([O-])=O)[CH:8]=[CH:7][CH:6]=2>[Pd].CO>[CH3:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([NH2:12])[CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 1

HCID 2749733-Methyl-5-nitroisoquinoline

Product 1

HCID 122120553-Methylisoquinolin-5-amineYield 76.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of (D1) (1 g, 5.3 mM) and 10% palladium on charcoal (0.15 g) in methanol (40 ml) was hydrogenated at atmospheric pressure for 1 h. The catalyst was filtered off and the filtrate concentrated under reduced pressure to afford the product as a grey solid (0.64 g).

Workup

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

Sources & evidence

ORD record
ord-75455a89fbf143aba118e50ac228915c
Source dataset
uspto-grants-2009_05
Patent number
US07528150B2

Linked notes

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