6-(3-Methoxyphenyl)-1,3-dihydroindol-2-one → 3-(2-[6-(3-methoxyphenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}-propionic acid

HRID 1860917노트

반응식

HRID 1860917 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:17]=[C:16]3[C:12]([CH2:13][C:14](=[O:18])[NH:15]3)=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1.[CH:19]([C:21]1[NH:22][C:23]2[CH2:24][CH2:25][CH2:26][CH2:27][C:28]=2[C:29]=1[CH2:30][CH2:31][C:32]([OH:34])=[O:33])=O>N1CCCCC1.C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:17]=[C:16]3[C:12]([C:13](=[CH:19][C:21]4[NH:22][C:23]5[CH2:24][CH2:25][CH2:26][CH2:27][C:28]=5[C:29]=4[CH2:30][CH2:31][C:32]([OH:34])=[O:33])[C:14](=[O:18])[NH:15]3)=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 2

HCID 105860706-(3-Methoxyphenyl)-1,3-dihydroindol-2-oneHCID 106090023-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)propionic acid

생성물 1

HCID 538197703-(2-[6-(3-methoxyphenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}-propionic acid수율 82.1%

시약·촉매·용매 2

HCID 8082Piperidine촉매HCID 702Ethanol용매

반응 조건

온도
90 °C

실험 절차

A mixture of 103 mg 6-(3-methoxyphenyl)-2-oxindole, 95 mg 3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid and piperidine (3 drops) in ethanol (2 mL) was heated in sealed tube to 90° C. and held there overnight. The reaction mixture was concentrated and acidified with 6 N hydrochloric acid. The precipitate that formed was collected by filtration and washed with water and hexane to give 156 mg of 3-{2-[6-(3-methoxyphenyl)-2-oxo-1,2-dihydroindol-3-ylidenemethyl]-4,5,6,7-tetrahydro-1H-indol-3-yl}-propionic acid as a brown solid (82%).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. customThe precipitate that formed
  3. filtrationwas collected by filtration
  4. washwashed with water and hexane

출처 및 근거

ORD 기록
ord-9ee307f7b5404957abbd641eca11503b
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06531502B1

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