HCID 67058615, compound → HCID 67058632, compound

HRID 470296Notes

Reaction equation

HRID 470296 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][C:5]2([CH2:11][CH2:10][N:9]([CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[CH:16][CH:15]=3)[CH2:8]2)[CH2:4]1)[CH3:2]>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:1]([N:3]1[CH2:7][CH2:6][C:5]2([CH2:8][N:9]([CH2:12][CH2:13][C:14]3[CH:15]=[CH:16][C:17]([NH2:20])=[CH:18][CH:19]=3)[CH2:10][CH2:11]2)[CH2:4]1)[CH3:2]

Participants

4

Reactant 1

HCID 67058615HCID 67058615, compound

Product 1

HCID 67058632HCID 67058632, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

2-Ethyl-7-[2-(4-nitro-phenyl)-ethyl]-2,7-diaza-spiro[4.4]nonane from above was dissolved in ethanol (60 ml) and 20% Pd(OH)2 (30 mg) was added and the reaction was stirred 16 h under an atmosphere of hydrogen gas by means of a balloon reservoir. The reaction was filtered thru Celite and the filtrate evaporated to afford 4-[2-(7-Ethyl-2,7-diaza-spiro[4.4]non-2-yl)-ethyl]-phenylamine and a crude oil (1.45 g) which was used as is in the next step.

Workup

  1. filtrationThe reaction was filtered thru Celite
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-2b94fe92038f4617a34603d14b6a226f
Source dataset
uspto-grants-2014_01
Patent number
US08629147B2

Reaction notes

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