HCID 66936524, compound → (2R,5R)-2-Ethyl-1,5-dimethylpiperazine

HRID 1366694Notes

Reaction equation

HRID 1366694 reaction equation
[CH2:1]([C@@H:3]1[CH2:8][N:7](CC2C=CC=CC=2)[C@H:6]([CH3:16])[CH2:5][N:4]1[CH3:17])[CH3:2]>CO>[CH2:1]([C@@H:3]1[CH2:8][NH:7][C@H:6]([CH3:16])[CH2:5][N:4]1[CH3:17])[CH3:2]

Participants

3

Reactant 1

HCID 66936524HCID 66936524, compound

Product 1

HCID 66936640(2R,5R)-2-Ethyl-1,5-dimethylpiperazineYield 149.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(2R,5R)-2-Ethyl-1,5-dimethyl-4-(phenylmethyl)piperazine (873 mg, 3.76 mmol) was dissolved in 50 mL of MeOH, degassed and placed under argon. 10% Pd/C (175 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 7.9 mL 1N HCl was added, the resulting filtrate was concentrated in vacuo to provide the hydrochloride salt of (2R,5R)-2-ethyl-1,5-dimethylpiperazine (800 mg, 100%). LCMS: (M+H)+: 143.1.

Workup

  1. customdegassed
  2. addition10% Pd/C (175 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 7.9 mL 1N HCl was added
  9. concentrationthe resulting filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-3184e03f921643e7aeeb3d2c4ce3d9c4
Source dataset
uspto-grants-2011_02
Patent number
US07893056B2

Reaction notes

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