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Water → (E)-1-[3-fluoro-4-(morpholin-4-yl)benzyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]piperidin-2-one

HRID 2247538
ノート
印刷プレビュー

反応式

HRID 2247538 の反応式
CN(C=O)C.[F:6][C:7]1[CH:8]=[C:9]([CH:34]=[CH:35][C:36]=1[N:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1)[CH2:10][NH:11][C:12](=[O:33])/[C:13](=[CH:18]/[C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]2)=[C:21]([O:31][CH3:32])[CH:20]=1)/[CH2:14][CH2:15][CH2:16]Cl.[H-].[Na+].O>C(OCC)(=O)C>[F:6][C:7]1[CH:8]=[C:9]([CH:34]=[CH:35][C:36]=1[N:37]1[CH2:42][CH2:41][O:40][CH2:39][CH2:38]1)[CH2:10][N:11]1[CH2:16][CH2:15][CH2:14]/[C:13](=[CH:18]\[C:19]2[CH:24]=[CH:23][C:22]([N:25]3[CH:29]=[C:28]([CH3:30])[N:27]=[CH:26]3)=[C:21]([O:31][CH3:32])[CH:20]=2)/[C:12]1=[O:33]
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 962WaterHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 66961400(e)-5-Chloro-2-[3-methoxy-4-(4-methyl-1h-imidazol-1-yl)benzylidene]valeric acid[3-fluoro-4-(morpholin-4-yl)benzyl]amide

生成物 1

HCID 59170899(E)-1-[3-fluoro-4-(morpholin-4-yl)benzyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]piperidin-2-one収率 89.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a DMF (4 mL) solution of (E)-5-chloro-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl]benzylidene)valeric acid [3-fluoro-4-(morpholin-4-yl)benzyl]amide (135 mg), sodium hydride was added at 0° C. (40% mineral oil content, 35.6 mg) was added, and the reaction solution was allowed to be warmed to room temperature and agitated for 45 minutes. The reaction solution was cooled to 0° C. after confirming disappearance of the starting materials, water and ethyl acetate were added to the reaction solution, and the organic layer was partitioned. After washed with a saturated saline solution the organic layer, it was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. 113 mg of the title compound was obtained by purifying the obtained residue by silica gel chromatography (elution solvent; ethyl acetate->ethyl acetate:ethanol 90:10). The physical properties of the compound are as follows.

後処理

  1. additionwas added
  2. temperatureThe reaction solution was cooled to 0° C.
  3. additionwere added to the reaction solution
  4. customthe organic layer was partitioned
  5. washAfter washed with a saturated saline solution the organic layer, it
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-00488731508e458b86f0d99f03922aaa
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07687640B2

反応ノート

読み込み中…

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