HCID 68844381, compound → HCID 68843919, compound

HRID 1986016Notes

Reaction equation

HRID 1986016 reaction equation
[CH3:1][N:2]1[C:9](=[O:10])[CH:8]2[N:11](C(OCC3C=CC=CC=3)=O)[CH:4]([CH2:5][CH2:6][CH2:7]2)[C:3]1=[O:22].[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][N:2]1[C:9](=[O:10])[CH:8]2[NH:11][CH:4]([CH2:5][CH2:6][CH2:7]2)[C:3]1=[O:22]

Participants

5

Reactant 2

HCID 68844381HCID 68844381, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68843919HCID 68843919, compoundYield 91.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A stirred suspension of benzyl 3-methyl-2,4-dioxo-3,9-diazabicyclo[3.3.1]nonane-9-carboxylate (742 mg, 2.454 mmol) and 10% Pd—C (100 mg) in ethyl acetate (40 ml) was hydrogenated under balloon pressure of hydrogen overnight. The suspension was filtered to remove the catalyst and the filtrate was evaporated to dryness to afford 3-methyl-3,9-diazabicyclo[3.3.1]nonane-2,4-dione as a white solid (377 mg). MS: m/e 169 (MH+).

Workup

  1. filtrationThe suspension was filtered
  2. customto remove the catalyst
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-7e218f028c4e482cb111dd6c3561efd7
Source dataset
uspto-grants-2009_06
Patent number
US07547690B2

Reaction notes

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