Triethylamine → 1-Methanesulfonyl-3,5-dimethylpiperazine

HRID 881562Notes

Reaction equation

HRID 881562 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-a49c0b6a88a04c1d9547b7305035835e
Source dataset
uspto-grants-2015_03
Patent number
US08993563B2

Reaction notes

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