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Potassium Iodide → 1-Acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile

HRID 273853
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HRID 273853 반응식
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:15][CH:16](Br)[CH3:17])=[CH:10][C:11]=2[C:13]#[N:14])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH2:19]([O:21][C:22]1[CH:31]=[CH:30][CH:29]=[CH:28][C:23]=1[O:24][CH2:25][CH2:26][NH2:27])[CH3:20].[I-].[K+].C1OCCOCCOCCOCCOCCOC1>O1CCOCC1>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH2:15][CH:16]([NH:27][CH2:26][CH2:25][O:24][C:23]3[CH:28]=[CH:29][CH:30]=[CH:31][C:22]=3[O:21][CH2:19][CH3:20])[CH3:17])=[CH:10][C:11]=2[C:13]#[N:14])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 2855718-Crown-6HCID 53030422-(2-Ethoxyphenoxy)ethylamineHCID 200943711-Acetyl-5-(2-bromopropyl)indoline-7-carbonitrile

생성물 1

HCID 200943411-Acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino]propyl]indoline-7-carbonitrile수율 27.9%

시약·촉매·용매 1

HCID 31275
1,4-Dioxane
용매

실험 절차

To a solution of 1-acetyl-5-(2-bromopropyl)indoline-7-carbonitrile (300 mg) and 2-(2-ethoxyphenoxy)ethylamine (391 mg) in dioxane (4 ml) were added potassium iodide (17 mg) and 18-crown-6 (26 mg), and the mixture was reacted in a sealed tube at 180° C. for 18 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by flash column chromatography on silica gel using a mixture of methylene chloride and methanol (40/1) as eluent to give 111 mg of 1-acetyl-5-[2-[2-(2-ethoxyphenoxy)ethylamino] propyl]indoline-7-carbonitrile as an oil.

후처리

  1. customthe mixture was reacted in a sealed tube at 180° C. for 18 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by flash column chromatography on silica gel using
  4. additiona mixture of methylene chloride and methanol (40/1) as eluent

출처 및 근거

ORD 기록
ord-e53de1fde71a4a9685917c3b4ede803c
출처 데이터셋
uspto-grants-1995_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05387603

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