Triethylamine → 1-Methanesulfonyl-3,5-dimethylpiperazine

HRID 391143Notes

Reaction equation

HRID 391143 reaction equation
[CH3:1][C@H:2]1[CH2:7][NH:6][CH2:5][C@@H:4]([CH3:8])[NH:3]1.C(N(CC)CC)C.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>C(Cl)Cl>[CH3:16][S:17]([N:6]1[CH2:5][CH:4]([CH3:8])[NH:3][CH:2]([CH3:1])[CH2:7]1)(=[O:19])=[O:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazine

Product 1

HCID 638725321-Methanesulfonyl-3,5-dimethylpiperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of cis-2,6-dimethylpiperazine and triethylamine in DCM at 0° C. was added dropwise methanesulphonyl chloride and the reaction mixture stirred at room temperature overnight. After quenching with water, extraction into DCM and being washed with brine, the organics were dried and the solvent removed under reduced pressure to yield 1-methanesulfonyl-3,5-dimethylpiperazine as a pale yellow solid.

Workup

  1. customAfter quenching with water, extraction into DCM
  2. washbeing washed with brine
  3. customthe organics were dried
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-b2392face88b4baa89d321146d830179
Source dataset
uspto-grants-2013_02
Patent number
US08383620B2

Reaction notes

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