HCID 22291207, compound → tert-Butyl 1,7-diazaspiro[4.4]nonane-7-carboxylate

HRID 967923Notes

Reaction equation

HRID 967923 reaction equation
C([N:8]1[CH2:23][CH2:22][CH2:21][C:9]21[CH2:13][N:12]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:11][CH2:10]2)C1C=CC=CC=1>CO.[Pd]>[CH2:13]1[C:9]2([CH2:21][CH2:22][CH2:23][NH:8]2)[CH2:10][CH2:11][N:12]1[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]

Participants

4

Reactant 1

HCID 22291207HCID 22291207, compound

Product 1

HCID 22291199tert-Butyl 1,7-diazaspiro[4.4]nonane-7-carboxylateYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of t-butyl 6-benzyl-2,6-diazaspiro[4.4]nonane-2-carboxylate (1.70 g, 5.37 mmol) in methanol (30 mL) was mixed with 10% palladium on carbon (50 mg). The mixture was shaken under a hydrogen atmosphere (50 psi) in a Parr hydrogenation apparatus for 8 h and filtered through Celite. The filtrate was concentrated by rotary evaporation and high vacuum treatment, leaving 1.26 g of viscous, light brown oil (>100%), which was of sufficient purity to be used in the subsequent reaction.

Workup

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate was concentrated by rotary evaporation and high vacuum treatment

Sources & evidence

ORD record
ord-6ee79e1228bf4f389cf742d3eff3adde
Source dataset
uspto-grants-2005_10
Patent number
US06956042B2

Reaction notes

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