1-Benzyl 4-tert-butyl 2-methyl 2-ethylpiperazine-1,2,4-tricarboxylate → HCID 66979256, compound

HRID 2093670Notes

Reaction equation

HRID 2093670 reaction equation
[CH2:1]([C:3]1([C:26]([O:28][CH3:29])=[O:27])[CH2:8][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:6][CH2:5][N:4]1C(OCC1C=CC=CC=1)=O)[CH3:2]>CO.C(O)(=O)C.[Pd]>[CH2:1]([C:3]1([C:26]([O:28][CH3:29])=[O:27])[NH:4][CH2:5][CH2:6][N:7]([C:9]([O:11][C:12]([CH3:15])([CH3:13])[CH3:14])=[O:10])[CH2:8]1)[CH3:2]

Participants

5

Reactant 1

HCID 584057891-Benzyl 4-tert-butyl 2-methyl 2-ethylpiperazine-1,2,4-tricarboxylate

Product 1

HCID 66979256HCID 66979256, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-Benzyl 4-tert-butyl 2-methyl 2-ethylpiperazine-1,2,4-tricarboxylate (1.1 g, 2.7 mmol) was dissolved in 10 mL of methanol and glacial acetic acid (2 drops) was added. Palladium on carbon (5%, 410 mg) was added, and the reaction mixture was stirred under a H2 atmosphere for 17 h at rt. The mixture was filtered through diatomaceous earth and the filter cake washed with MeOH. The combined filtrates were concentrated under reduced pressure to give 1-tert-butyl 3-methyl 3-ethylpiperazine-1,3-dicarboxylate (compound IV-JJ) as an oil. LCMS: 273.1 m/z (M+H)+.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. washthe filter cake washed with MeOH
  3. concentrationThe combined filtrates were concentrated under reduced pressure

Sources & evidence

ORD record
ord-a011cc4025344ff2be36c4e36db306ae
Source dataset
uspto-grants-2013_05
Patent number
US08445503B2

Reaction notes

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