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

HRID 40705
ノート
印刷プレビュー

反応式

HRID 40705 の反応式
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]
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 887MethanolHCID 674113823-[4-(4-Methanesulfonylpiperazin-1-yl)pyridyl]-3,8-diazabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒
2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2df0e2675781453498a6fb2065307e0d
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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