7-Nitroisoquinoline → Isoquinolin-7-amine

HRID 2362265Notes

Reaction equation

HRID 2362265 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-523b94b22ccb4e61ac73de7206c2b359
Source dataset
uspto-grants-2014_04
Patent number
US08691816B2

Reaction notes

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