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Piperidine → 3-(4-Methoxy-3-thiophen-2-yl-benzylidene)-6-pyridin-3-yl-1,3-dihydroindol-2-one

HRID 2120195
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HRID 2120195 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[CH:15]=[C:14]3[C:10]([CH2:11][C:12](=[O:16])[NH:13]3)=[CH:9][CH:8]=2)[CH:2]=1.[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=O)=[CH:21][C:20]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1.N1CCCCC1>C(O)C.CCOCC>[CH3:17][O:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[C:11]2[C:10]3[C:14](=[CH:15][C:7]([C:3]4[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=4)=[CH:8][CH:9]=3)[NH:13][C:12]2=[O:16])=[CH:21][C:20]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8082PiperidineHCID 219155796-Pyridin-3-yl-1,3-dihydro-indol-2-oneHCID 219810244-Methoxy-3-(thiophen-2-yl)benzaldehyde

생성물 1

HCID 698836963-(4-Methoxy-3-thiophen-2-yl-benzylidene)-6-pyridin-3-yl-1,3-dihydroindol-2-one수율 15%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 3283
Diethyl Ether
용매

실험 절차

A mixture of 6-pyridin-3-yl-1,3-dihydro-indol-2-one (100 mg, 0.5 mmol), 4-methoxy-3-thiophen-2-yl-benzaldehyde (110 mg, 0.5 mmol) and piperidine (0.23 mL) in ethanol (4 mL) was heated to reflux and stirred overnight. The reaction mixture was then cooled and diluted with ether to afford a precipitate which removed by filtration. Thefiltrate was column chromatographed (eluant—isopropanol/dichloromethane) to give 30 mg (15%) of 3-(4-methoxy-3-thiophen-2-yl-benzylidene)-6-pyridin-3-yl-1,3-dihydroindol-2-one as a yellow solid.

후처리

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureThe reaction mixture was then cooled
  4. customto afford a precipitate which
  5. customremoved by filtration
  6. customThefiltrate was column chromatographed (eluant—isopropanol/dichloromethane)

출처 및 근거

ORD 기록
ord-109e72eee4dd4152a9a69a299f59271f
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06689806B1

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