5-Bromo-1,2,3,4-tetrahydro-2-methyl-7-nitro-8-isoquinolinamine → 5-Bromo-1,2,3,4-tetrahydro-2-methyl-7,8-isoquinolinediamine
Reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([N+:12]([O-])=O)[C:9]([NH2:15])=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([CH3:16])[CH2:7]2>C1COCC1.[Ni]>[Br:1][C:2]1[CH:11]=[C:10]([NH2:12])[C:9]([NH2:15])=[C:8]2[C:3]=1[CH2:4][CH2:5][N:6]([CH3:16])[CH2:7]2Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of the product from Example 60 (1.02 g, 3.49 mmol) in 50 mL THF was treated with Raney nickel (prewashed with acetone followed by THF), and the reaction vessel was purged with H2. After stirring for 2.5 hours, the catalyst was removed by filtration and the filtrate evaporated to give a tan oil. The product was used without further purification.
Workup
- customthe reaction vessel was purged with H2
- customthe catalyst was removed by filtration
- customthe filtrate evaporated
- customto give a tan oil
- customThe product was used without further purification
Sources & evidence
- ORD record
- ord-c8ab3f5e8e5a4aebae8cd41a5c2b99fd
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06703391B2
Reaction notes
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