5-Bromo-8-nitroisoquinoline → 5-Bromoisoquinolin-8-amine

HRID 272775

Reaction equation

HRID 272775 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2.[H][H]>[Pt].C(O)(=O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:9]([NH2:12])=[C:8]2[C:3]=1[CH:4]=[CH:5][N:6]=[CH:7]2

Participants

5

Reactant 2

HCID 8169835-Bromo-8-nitroisoquinolineHCID 178418361HCID 178418361, compound

Product 1

HCID 162183025-Bromoisoquinolin-8-amineYield 60%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of Example 801A (500 mg, 2 mmol), 5% Pt/C and acetic acid (50 mL) was equipped with a balloon of hydrogen gas and stirred at room temperature. When the reaction was complete, the solution was filtered through Celite. The mixture was treated with 50% sodium hydroxide solution until pH reached 10. Filtration provided 267 mg (60%) of the desired product as a yellow solid. MS (ESI) m/e 223 (M+H)+.

Workup

  1. filtrationthe solution was filtered through Celite
  2. additionThe mixture was treated with 50% sodium hydroxide solution until pH
  3. filtrationFiltration

Sources & evidence

ORD record
ord-edf2fdf58e13430cb897e04894003c20
Source dataset
uspto-grants-2008_11
Patent number
US07456169B2

Linked notes

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