HCID 66658532, compound → 7-(Phenylmethyl)-4,7-diazaspiro[2.5]octane-5,8-dione

HRID 1876607Notes

Reaction equation

HRID 1876607 reaction equation
C(OC(=O)[CH2:5][N:6]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:7]([C:9]1([NH:12][C:13](OCC2C=CC=CC=2)=[O:14])[CH2:11][CH2:10]1)=[O:8])C.[H][H]>[C].[Pd].C(O)C>[CH2:23]([N:6]1[C:7](=[O:8])[C:9]2([CH2:11][CH2:10]2)[NH:12][C:13](=[O:14])[CH2:5]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 66658532HCID 66658532, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 585424587-(Phenylmethyl)-4,7-diazaspiro[2.5]octane-5,8-dioneYield 100.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

5% Palladium carbon (3.6 g) was added to an ethanol (700 ml) solution of the compound (35.5 g, 86.5 mmol) obtained in Step 1 above and contact reduction was performed for 2 hours in a hydrogen atmosphere. The catalyst was filtrated through celite, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give the title compound (20 g, 100%) as a colorless solid.

Workup

  1. filtrationThe catalyst was filtrated through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

Sources & evidence

ORD record
ord-0a9f5f96dc52420aa753f214fc749c93
Source dataset
uspto-grants-2012_11
Patent number
US08309546B2

Reaction notes

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