HCID 66936497, compound → HCID 66936145, compound

HRID 1366625Notes

Reaction equation

HRID 1366625 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 66936497HCID 66936497, compound

Product 1

HCID 66936145HCID 66936145, compoundYield 156%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Phenylmethyl (2S,3S)-2,3,4-trimethyl-1-piperazinecarboxylate (323 mg, 1.23 mmol) (Example 198) 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 2.70 mL 1N HCl was added, the resulting filtrate was concentrated in vacuo to provide the hydrochloride salt of (2S,3S)-1,2,3-trimethylpiperazine (246 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 2.70 mL 1N HCl was added
  9. concentrationthe resulting filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-67bd4390c6c44b7ba896dc59dca8666b
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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