But-1-ene-1,3-dione → N-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-3-oxobutan-amide

HRID 56220노트

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HRID 56220 반응식
[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][CH:13]1[CH2:17][CH2:16][CH2:15][O:14]1.[C:18]([CH:21]=[C:22]=[O:23])(=[O:20])[CH3:19]>CCOC(C)=O>[F:1][C:2]1[CH:7]=[C:6]([NH:8][C:22](=[O:23])[CH2:21][C:18](=[O:20])[CH3:19])[CH:5]=[CH:4][C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][CH:13]1[CH2:17][CH2:16][CH2:15][O:14]1

참가 물질

4

반응물 2

HCID 12642904But-1-ene-1,3-dioneHCID 1179660562-fluoro-N1-(3-(tetrahydrofuran-2-yl)propyl)benzene-1,4-diamine

생성물 1

HCID 90022774N-(3-fluoro-4-((3-(tetrahydrofuran-2-yl)propyl)amino)phenyl)-3-oxobutan-amide수율 24%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

To a solution of 2-fluoro-N1-(3-(tetrahydrofuran-2-yl)propyl)benzene-1,4-diamine (260 mg, 1.09 mmol) in EtOAc (10 mL) was added acetyl ketene (110 mg, 1.31 mmol) and the mixture was stirred at 80° C. overnight. The mixture was cooled to rt and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1) to give the title compound as yellow liquid (83 mg, 24%).

후처리

  1. temperatureThe mixture was cooled to rt
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=2:1)

출처 및 근거

ORD 기록
ord-2597eddf038c410aaf1b84788b5a9f90
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434695B2

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