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Water → 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole

HRID 383459
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HRID 383459 반응식
C1C(=O)N([Br:8])C(=O)C1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([N:17]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]([S:26][CH3:27])=[CH:18]2)=[CH:13][CH:12]=1.O.C(Cl)Cl>CN(C=O)C>[Br:8][C:18]1[N:17]([C:14]2[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)[C:25]2[C:20]([C:19]=1[S:26][CH3:27])=[CH:21][CH:22]=[CH:23][CH:24]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6344DichloromethaneHCID 67184N-bromobutanimideHCID 583782351-(4-methoxyphenyl)-3-(methylthio)-1H-indole

생성물 1

HCID 583782112-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole수율 66%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

NBS (529 mg, 2.97 mmol) was added to a cooled (0° C.) solution of 1-(4-methoxyphenyl)-3-(methylthio)-1H-indole (800 mg, 2.97 mmol) in 10 ml of DMF. The temperature was allowed to warm to RT and the mixture was stirred at RT for 30 min Water and DCM were added and the phases were separated. After evaporation of the solvents, the residue was purified by flash chromatography with heptane/EtAc 20:1 to provide 2-bromo-1-(4-methoxyphenyl)-3-(methylthio)-1H-indole in 66% yield. ES/MS m/z: 348.04, 350.01 (M+H).

후처리

  1. additionwere added
  2. customthe phases were separated
  3. customAfter evaporation of the solvents
  4. customthe residue was purified by flash chromatography with heptane/EtAc 20:1

출처 및 근거

ORD 기록
ord-bb37a481c3a74a628cf062b8e5efb412
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367665B2

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