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Hydrochloric Acid → 3-[4-(4-Methane-sulfonylpiperazin-1-yl)pyridyl]-3,8-diazabicyclo[3.2.1]octane

HRID 40705
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인쇄 미리보기

반응식

HRID 40705 반응식
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][N:11]([C:16]1[CH:21]=[C:20]([N:22]3[CH2:27][CH2:26][N:25]([S:28]([CH3:31])(=[O:30])=[O:29])[CH2:24][CH2:23]3)[CH:19]=[CH:18][N:17]=1)[CH2:12]2)=O)(C)(C)C.Cl.CO>O1CCOCC1>[CH3:31][S:28]([N:25]1[CH2:26][CH2:27][N:22]([C:20]2[CH:19]=[CH:18][N:17]=[C:16]([N:11]3[CH2:12][CH:13]4[NH:8][CH:9]([CH2:15][CH2:14]4)[CH2:10]3)[CH:21]=2)[CH2:23][CH2:24]1)(=[O:29])=[O:30]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 674113823-[4-(4-Methanesulfonylpiperazin-1-yl)pyridyl]-3,8-diazabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

생성물 1

HCID 674135353-[4-(4-Methane-sulfonylpiperazin-1-yl)pyridyl]-3,8-diazabicyclo[3.2.1]octane수율 101.1%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매
2회

실험 절차

3-[4-(4-Methanesulfonylpiperazin-1-yl)pyridyl]-3,8-diazabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.75 g, 1.66 mmol) is solubilized in 16 ml of dioxane. 4N HCl in dioxane (4.3 ml, 17.5 mmol) is then added, followed by approximately 3 ml of methanol. After stirring for 16 h at ambient temperature, the reaction medium is concentrated, and taken up with water. After extraction with diethyl ether, the pH of the aqueous phase is brought to pH 10 with K2CO3 in the presence of dichloromethane. After extraction with dichloromethane, the organic phase is washed with a saturated aqueous sodium chloride solution, and dried over MgSO4, and then concentrated to dryness. 0.59 g of expected 3-[4-(4-methane-sulfonylpiperazin-1-yl)pyridyl]-3,8-diazabicyclo[3.2.1]octane is obtained, which is subsequently used as it is.

후처리

  1. concentrationthe reaction medium is concentrated
  2. extractionAfter extraction with diethyl ether
  3. extractionAfter extraction with dichloromethane
  4. washthe organic phase is washed with a saturated aqueous sodium chloride solution
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-2df0e2675781453498a6fb2065307e0d
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530477B2

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