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3-(2-Aminoethyl)-2-(3,4-dimethoxyphenyl)indole → HCID 53899836, 화합물

HRID 1292380
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HRID 1292380 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[NH:12][C:13]3[C:18]([C:19]=2[CH2:20][CH2:21][NH2:22])=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[Br:23][C:24]1[CH:33]=[CH:32][C:27]([CH:28]=[CH:29][CH2:30]Br)=[CH:26][CH:25]=1>CN(C)C=O.C(Cl)Cl>[Br:23][C:24]1[CH:33]=[CH:32][C:27]([CH:28]=[CH:29][CH2:30][NH:22][CH2:21][CH2:20][C:19]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][C:11]=2[C:5]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:26][CH:25]=1
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참가 물질

5

반응물 2

HCID 36801653-(2-Aminoethyl)-2-(3,4-dimethoxyphenyl)indoleHCID 545198061-Bromo-4-(3-bromoprop-1-en-1-yl)benzene

생성물 1

HCID 53899836HCID 53899836, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 2-[2-(3,4-dimethoxyphenyl)-1H-indol-3-yl]ethylamine (261 mg in a mixture of 3 mL N,N-dimethylformamide and 8 mL methylene chloride) at 0° C. was added a solution of 81 mg of 4-bromocinnamyl bromide in 2 mL methylene chloride and the mixture allowed to warm to room temperature. After 27 hours the reaction was quenched by the addition of water followed by extraction with ethyl acetate. The organic portion was dried over over sodium sulfate and purified by flash chromatography on silica gel (methylene chloride:methanol, 95:5) to give the title compound (93 mg). m/e=491 (M)

후처리

  1. customAfter 27 hours the reaction was quenched by the addition of water
  2. extractionfollowed by extraction with ethyl acetate
  3. dry with materialThe organic portion was dried over over sodium sulfate
  4. custompurified by flash chromatography on silica gel (methylene chloride:methanol, 95:5)

출처 및 근거

ORD 기록
ord-802c87a8721940b4ace74b8c3a201f94
출처 데이터셋
uspto-grants-1998_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05756507

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