HCID 15524188, compound → 5-Bromo-1,2,3,4-tetrahydro-2-(phenylmethyl)-7,8-isoquinolinediamine

HRID 1530838Notes

Reaction equation

HRID 1530838 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]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[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]([CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH2:7]2

Participants

4

Reactant 1

HCID 15524188HCID 15524188, compound

Product 1

HCID 155241895-Bromo-1,2,3,4-tetrahydro-2-(phenylmethyl)-7,8-isoquinolinediamineYield 99.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of the product from Example 6 (0.7 g, 1.93 mmol) in THF (60 mL) was stirred over RaNi under a hydrogen balloon for 40 mins. The catalyst was filtered off and concentrated under vacuum to give the title compound (0.64 g, 99% yield) as a light purple oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-334455923b554ab4a94d9a94a7327401
Source dataset
uspto-grants-2001_03
Patent number
US06197771B1

Reaction notes

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