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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 1446530
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HRID 1446530 반응식
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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 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

생성물 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-one수율 89.9%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1d57a83c05d04c8889e3ac6f7d36179b
출처 데이터셋
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07667041B2

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