Hydrochloric Acid → 3-[4-(4-Methanesulfonylpiperazin-1-yl)phenyl]-8-aza-bicyclo[3.2.1]octane

HRID 40697

반응식

HRID 40697 반응식
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][CH:11]([C:16]1[CH:21]=[CH:20][C:19]([N:22]3[CH2:27][CH2:26][N:25]([S:28]([CH3:31])(=[O:30])=[O:29])[CH2:24][CH2:23]3)=[CH:18][CH:17]=1)[CH2:12]2)=O)(C)(C)C.Cl.O1CCOCC1>ClCCl>[CH3:31][S:28]([N:25]1[CH2:24][CH2:23][N:22]([C:19]2[CH:18]=[CH:17][C:16]([CH:11]3[CH2:10][CH:9]4[NH:8][CH:13]([CH2:14][CH2:15]4)[CH2:12]3)=[CH:21][CH:20]=2)[CH2:27][CH2:26]1)(=[O:29])=[O:30]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 674120823-[4-(4-Methanesulfonylpiperazin-1-yl)phenyl]-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

생성물 1

HCID 674123703-[4-(4-Methanesulfonylpiperazin-1-yl)phenyl]-8-aza-bicyclo[3.2.1]octane수율 86.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-[4-(4-Methanesulfonylpiperazin-1-yl)phenyl]-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.758 g, 1.69 mmol) is solubilized in 158 ml of dichloromethane. 4N HCl in dioxane (4.2 ml, 16.8 mmol) is then added. After stirring for 16 h at ambient temperature, the reaction medium is concentrated, taken up with water, and washed with ethyl acetate. The pH of the aqueous phase is then adjusted to 10 with a 5N aqueous solution of sodium hydroxide. After extraction with dichloromethane, and washing with water and then with a saturated aqueous sodium chloride solution, the organic phase is dried over MgSO4 and then concentrated to dryness. 0.51 g of expected 3-[4-(4-methanesulfonylpiperazin-1-yl)phenyl]-8-aza-bicyclo[3.2.1]octane is obtained, which is subsequently used as it is.

후처리

  1. concentrationthe reaction medium is concentrated
  2. washwashed with ethyl acetate
  3. extractionAfter extraction with dichloromethane
  4. washwashing with water
  5. dry with materialwith a saturated aqueous sodium chloride solution, the organic phase is dried over MgSO4
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-479e70835b7d462194d5dd9b232e2334
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530477B2

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