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Trifluoroacetic acid → 6-(2-(piperazin-1-yl)ethoxy)-3-phenyl-2-(pyridin-3-yl)-1H-inden-1-one

HRID 331294
ノート
印刷プレビュー

反応式

HRID 331294 の反応式
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH2:12][CH2:13][N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)[CH:9]=2)[C:4]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:3]1[C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1.C(O)(C(F)(F)F)=O.[OH-].[Na+]>C(Cl)Cl>[N:14]1([CH2:13][CH2:12][O:11][C:8]2[CH:9]=[C:10]3[C:5]([C:4]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)=[C:3]([C:33]4[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=4)[C:2]3=[O:1])=[CH:6][CH:7]=2)[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1
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 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 70312805tert-butyl 4-(2-(1-oxo-3-phenyl-2-(pyridin-3-yl)-1H-inden-6-yloxy)ethyl)piperazine-1-carboxylate

生成物 1

HCID 510018316-(2-(piperazin-1-yl)ethoxy)-3-phenyl-2-(pyridin-3-yl)-1H-inden-1-one収率 75%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒
2 回

実験手順

To a solution of tert-butyl 4-(2-(1-oxo-3-phenyl-2-(pyridin-3-yl)-1H-inden-6-yloxy)ethyl)piperazine-1-carboxylate (0.38 mmol, 200 mg) obtained in Step 2 of Example 44 in CH2Cl2 (0.3M) was added TFA (20 eq). The resulting mixture was stirred at room temperature for 40 min and diluted with CH2Cl2. The solution was basicified to pH 9 by the addition of 3N NaOH. The mixture was washed with H2O, dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (acetone/hexanes=1:1) to obtain the title compound (75%).

後処理

  1. washThe mixture was washed with H2O
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by silica gel column chromatography (acetone/hexanes=1:1)

出典と根拠

ORDレコード
ord-d1edc047765948a3941283abebe1d577
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08877747B2

反応ノート

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