Diisopropylethylamine → 1-(Isopropylsulfonyl)piperazine

HRID 31508

반응식

HRID 31508 반응식
C([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)(OC(C)(C)C)=O.C(N(C(C)C)CC)(C)C.[CH3:23][CH:24]([S:26](Cl)(=[O:28])=[O:27])[CH3:25]>C(Cl)Cl>[CH3:23][CH:24]([S:26]([N:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)(=[O:28])=[O:27])[CH3:25]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 824082-Propanesulfonyl chlorideHCID 143452tert-Butyl piperazine-1-carboxylate

생성물 1

HCID 225628511-(Isopropylsulfonyl)piperazine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 1-BOC-piperazine (0.617 mmol) and diisopropylethylamine (0.679 mmol) in 0.5 mL of methylene chloride was added to a 4 mL vial. Propane-2-sulfonyl chloride (0.679 mmol) was added to the vial, and the reaction mixture was shaken overnight at room temperature. When the reaction was complete, it was diluted with 1.5 mL of methylene chloride and extracted with 1 mL of 1N solution of hydrogen chloride followed by 1 mL of 10% potassium carbonate solution. The organic layer was concentrated in vacuo. The residue was dissolved in 0.5 mL of tetrahydrofuran and 4M solution of hydrogen chloride in dioxane (0.5 mL). The solution was shaken overnight at room temperature then concentrated in vacuo to give 1-(propane-2-sulfonyl)-piperazine.

후처리

  1. extractionextracted with 1 mL of 1N solution of hydrogen chloride
  2. concentrationThe organic layer was concentrated in vacuo
  3. dissolutionThe residue was dissolved in 0.5 mL of tetrahydrofuran
  4. stirringThe solution was shaken overnight at room temperature
  5. concentrationthen concentrated in vacuo

출처 및 근거

ORD 기록
ord-828805a881f8485fbe7897d171c90c4a
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425638B2

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