HCID 66936105, compound → HCID 66936080, compound

HRID 1366624Notes

Reaction equation

HRID 1366624 reaction equation
[CH3:1][C@@H:2]1[C@@H:7]([CH3:8])[N:6](C)[CH2:5][CH2:4][N:3]1[C:10](OCC1C=CC=CC=1)=O>CO>[CH3:10][N:3]1[CH2:4][CH2:5][NH:6][C@H:7]([CH3:8])[C@H:2]1[CH3:1]

Participants

3

Reactant 1

HCID 66936105HCID 66936105, compound

Product 1

HCID 66936080HCID 66936080, compoundYield 156.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Phenylmethyl (2R,3R)-2,3,4-trimethyl-1-piperazinecarboxylate (328 mg, 1.25 mmol) was dissolved in 20 mL of MeOH, degassed and placed under argon. 10% Pd/C (81 mg) was added, and the contents were thoroughly degassed and placed under a hydrogen balloon for approximately 3 hrs. The contents were then degassed and filtered through Celite, and the Celite pad was washed with DCM and MeOH. After 2.75 mL 1N HCl was added, the resulting filtrate was concentrated in vacuo to provide the hydrochloride salt of (2R,3R)-1,2,3-trimethylpiperazine (251 mg, 100%). LCMS: (M+H)+: 129.1.

Workup

  1. customdegassed
  2. addition10% Pd/C (81 mg) was added
  3. customthe contents were thoroughly degassed
  4. customfor approximately 3 hrs
  5. customThe contents were then degassed
  6. filtrationfiltered through Celite
  7. washthe Celite pad was washed with DCM and MeOH
  8. additionAfter 2.75 mL 1N HCl was added
  9. concentrationthe resulting filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-715055f0a5ff4a12a07f6936b4e47dd5
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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