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Methyl iodide → 8-(2-Cyclopropyl-2-methoxy-ethanesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 2194187
ノート
印刷プレビュー

反応式

HRID 2194187 の反応式
[CH:1]1([CH:4]([OH:31])[CH2:5][S:6]([N:9]2[CH2:30][CH2:29][C:12]3([C:16](=[O:17])[N:15]([C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=4)[CH2:14][CH2:13]3)[CH2:11][CH2:10]2)(=[O:8])=[O:7])[CH2:3][CH2:2]1.S([O-])([O-])(=O)=O.[Ca+2].[CH3:38]I>[Ag]=O>[CH:1]1([CH:4]([O:31][CH3:38])[CH2:5][S:6]([N:9]2[CH2:10][CH2:11][C:12]3([C:16](=[O:17])[N:15]([C:18]4[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:26])[F:27])=[CH:20][CH:19]=4)[CH2:14][CH2:13]3)[CH2:29][CH2:30]2)(=[O:8])=[O:7])[CH2:3][CH2:2]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 6328Methyl iodideHCID 24497Calcium SulfateHCID 595778968-(2-Cyclopropyl-2-hydroxy-ethanesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

生成物 1

HCID 595780198-(2-Cyclopropyl-2-methoxy-ethanesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one収率 40%

試薬・触媒・溶媒 1

HCID 92152
Silver(II) oxide
触媒

実験手順

A mixture of 8-(2-cyclopropyl-2-hydroxy-ethanesulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (described in example 208, 30 mg, 0.07 mmol), dry calcium sulfate (33 mg, 0.26 mmol) and silver oxide (60 mg, 0.26 mmol) in methyl iodide (1 mL) was stirred at room temperature for 48 h. The reaction mixture was filtered through Celite® and washed with methylene chloride. The filtrate was concentrated to dryness under reduced pressure to give the crude residue which was purified by flash column chromatography (1:1 AcOEt/heptane) which afforded the desired product as a white solid (12.5 mg, 40%). MS (ESI): 477.2 (MH+).

後処理

  1. filtrationThe reaction mixture was filtered through Celite®
  2. washwashed with methylene chloride
  3. concentrationThe filtrate was concentrated to dryness under reduced pressure
  4. customto give the crude residue which
  5. customwas purified by flash column chromatography (1:1 AcOEt/heptane) which

出典と根拠

ORDレコード
ord-fe723fe5ceb84dfdb1098fc75e4c34fd
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08329904B2

反応ノート

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