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Diisopropylethylamine → Methyl 4-(2-(4-(naphthalen-2-ylsulfonyl)piperazin-1-yl)-2-oxoethoxy)benzoate

HRID 517001
ノート
印刷プレビュー

反応式

HRID 517001 の反応式
Cl[CH2:2][C:3]([N:5]1[CH2:10][CH2:9][N:8]([S:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=2)(=[O:13])=[O:12])[CH2:7][CH2:6]1)=[O:4].[CH3:24][O:25][C:26]([C:28]1[CH:38]=[CH:37][C:31]([O:32]CC(O)=O)=[CH:30][CH:29]=1)=[O:27].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[CH:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:22]=[CH:23][C:14]=1[S:11]([N:8]1[CH2:9][CH2:10][N:5]([C:3](=[O:4])[CH2:2][O:32][C:31]2[CH:30]=[CH:29][C:28]([C:26]([O:25][CH3:24])=[O:27])=[CH:38][CH:37]=2)[CH2:6][CH2:7]1)(=[O:13])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 81531DiisopropylethylamineHCID 24058752-Chloro-1-[4-(naphthalene-2-sulfonyl)piperazin-1-yl]ethan-1-one2 回HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 138161514-(Carboxymethoxy)-benzoic acid 1-methyl ester

生成物 1

HCID 41667763
Methyl 4-(2-(4-(naphthalen-2-ylsulfonyl)piperazin-1-yl)-2-oxoethoxy)benzoate
収率 63.21%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a stirred solution of 2-chloro-1-(4-(naphthalen-2-yl-sulfonyl)piperazin-1-yl)ethanone (compound 4, 0.2 g, 0.64 mmol) and 2-(4-(methoxycarbonyl)phenoxy)acetic acid (134 mg, 0.64 mmol) taken in dry DCM (20 mL), DIPEA (495 mg, 3.86 mmol) followed by HATU (486 mg, 1.27 mmol) was added at room temperature and stirred overnight. The mixture was then diluted with DCM washed with water (2×10 mL) and brine (2×10 mL) The organic extract was dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure. The crude material was purified by column chromatography to yield the title compound (0.189 g, 63.21%) as an off-white solid.

後処理

  1. additionwas added at room temperature
  2. washwashed with water (2×10 mL) and brine (2×10 mL) The
  3. extractionorganic extract
  4. dry with materialwas dried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe crude material was purified by column chromatography

出典と根拠

ORDレコード
ord-477070aec43747ab92ee3363aca8bfc2
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115086B2

反応ノート

読み込み中…

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