7-Nitroisoquinoline → Isoquinolin-7-amine

HRID 2280338Notes

Reaction equation

HRID 2280338 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][N:10]=[CH:11]2)=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[CH:11]1[C:12]2[C:7](=[CH:6][CH:5]=[C:4]([NH2:1])[CH:13]=2)[CH:8]=[CH:9][N:10]=1

Participants

4

Reactant 1

HCID 122162777-Nitroisoquinoline

Product 1

HCID 14660277Isoquinolin-7-amineYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

To a suspend solution of Pd/C (10%, 100 mg) in methanol (20 mL) was added 31-3 (200 mg, 1.15 mmol) in methanol (40 mL). After having been degassed and recharged with hydrogen, the mixture was then stirred at room temperature for 24.5 h. TLC showed that the reaction was complete. The Pd/C was removed by filtration and the solvent was evaporated. The residual was used without further purification (150 mg, yield 90%).

Workup

  1. customAfter having been degassed
  2. customThe Pd/C was removed by filtration
  3. customthe solvent was evaporated
  4. customThe residual was used without further purification (150 mg, yield 90%)

Sources & evidence

ORD record
ord-d2ac613bd36f450dbec75296def47f00
Source dataset
uspto-grants-2015_09
Patent number
US09138427B2

Reaction notes

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