8-Bromo-1,2,3,4-tetrahydro-6-nitro-2-propyl-5-isoquinolinamine → HCID 10058790, compound

HRID 48206Notes

Reaction equation

HRID 48206 reaction equation
Br[C:2]1[C:11]2[CH2:10][N:9]([CH2:12][CH2:13][CH3:14])[CH2:8][CH2:7][C:6]=2[C:5]([NH2:15])=[C:4]([N+:16]([O-])=O)[CH:3]=1>CO.[Pd]>[CH2:12]([N:9]1[CH2:8][CH2:7][C:6]2[C:11](=[CH:2][CH:3]=[C:4]([NH2:16])[C:5]=2[NH2:15])[CH2:10]1)[CH2:13][CH3:14]

Participants

4

Reactant 1

HCID 104257568-Bromo-1,2,3,4-tetrahydro-6-nitro-2-propyl-5-isoquinolinamine

Product 1

HCID 10058790HCID 10058790, compoundYield 129.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of the product from Example 12 (1.50 g, 4.77 mmol) and 20% Pd on carbon (0.30 g) in 75 mL of MeOH was hydrogenated at room temperature and pressure for 24 hours. The reaction mixture was concentrated and the residue was suspended in iPr2O and collected by filtration to give the title compound as a yellow solid (1.27 g, 93%).

Workup

  1. customwas hydrogenated at room temperature
  2. concentrationThe reaction mixture was concentrated
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-5ac0eb774d324534a4d251b21c2c0b90
Source dataset
uspto-grants-2004_03
Patent number
US06703391B2

Reaction notes

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