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1,2-Dibromoethane → tert-Butyl 2-(6-(10-chloro-1-oxo-3,4-dihydropyrazino[1,2-a]indol-2(1H)-yl)-1H-indol-1-yl)acetate

HRID 453872
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HRID 453872 반응식
[Cl:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[C:11]([NH:13][C:14]1[CH:22]=[C:21]2[C:17]([CH:18]=[CH:19][N:20]2[CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[CH:16][CH:15]=1)=[O:12].Br[CH2:32][CH2:33]Br>CCCC[N+](CCCC)(CCCC)CCCC.[Br-].[OH-].[Na+].O>[Cl:1][C:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:4]2[CH2:32][CH2:33][N:13]([C:14]3[CH:22]=[C:21]4[C:17]([CH:18]=[CH:19][N:20]4[CH2:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[CH:16][CH:15]=3)[C:11](=[O:12])[C:3]=12
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6

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HCID 78391,2-DibromoethaneHCID 59473712tert-Butyl 2-(6-(3-chloro-1H-indole-2-carboxamido)-1H-indol-1-yl)acetate

생성물 1

HCID 59473664tert-Butyl 2-(6-(10-chloro-1-oxo-3,4-dihydropyrazino[1,2-a]indol-2(1H)-yl)-1H-indol-1-yl)acetate수율 78%

시약·촉매·용매 3

HCID 74236Tetrabutylammonium Bromide촉매HCID 962Water
용매
HCID 14798Sodium Hydroxide용매

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온도
25 °C

실험 절차

tert-Butyl 2-(6-(3-chloro-1H-indole-2-carboxamido)-1H-indol-1-yl)acetate (1.41 mmol, 1.0 equiv.) and TBAB (1.41 mmol, 1.0 equiv.) were dissolved in 1 N NaOH (12 ml); 1,2-dibromoethane (14.18 mmol, 10.0 equiv.) was added, and the mixture was stirred for 12 h at 25° C. The reaction mixture was diluted with water (50 ml) and extracted with ethyl acetate (100 ml). The organic phase was washed with sat. NaCl solution (50 ml), dried over Na2SO4 and concentrated under reduced pressure, and the desired product was obtained by purification by column chromatography. Yield: 78%

후처리

  1. extractionextracted with ethyl acetate (100 ml)
  2. washThe organic phase was washed with sat. NaCl solution (50 ml)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-e3de5654c4e847958138c57a53c09c3d
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492559B2

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