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

HRID 40697
ノート
印刷プレビュー

反応式

HRID 40697 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-479e70835b7d462194d5dd9b232e2334
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08530477B2

反応ノート

読み込み中…

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