HCID 67264599, compound → HCID 67263774, compound

HRID 1686981Notes

Reaction equation

HRID 1686981 reaction equation
[CH2:1]([N:3]1[CH2:13][CH:12]2[CH2:14][CH:5]([C:6]3[C:11]2=[CH:10][C:9]([N+:15]([O-])=O)=[CH:8][CH:7]=3)[CH2:4]1)[CH3:2].[H][H]>CCO.[Pd]>[CH2:1]([N:3]1[CH2:13][CH:12]2[CH2:14][CH:5]([C:6]3[C:11]2=[CH:10][C:9]([NH2:15])=[CH:8][CH:7]=3)[CH2:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 67264599HCID 67264599, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67263774HCID 67263774, compoundYield 98.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10-ethyl-4-nitro-10-aza-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-triene (280 mg, 1.20 mmol) in 10 ml EtOH in a Parr bottle was treated with 50 mg 10% Pd/C and subjected to hydrogen (g) at 40 psi for 2 h. The suspension was filtered and the solvent removed under reduced pressure to yield 10-ethyl-10-aza-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-trien-4-ylamine (239 mg, 98%).

Workup

  1. filtrationThe suspension was filtered
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-c8aab36103874f99863013e791b4eb33
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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