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Dimethylformamide → Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate

HRID 250230
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인쇄 미리보기

반응식

HRID 250230 반응식
COC(C1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Br:14])[CH:12]=2)NC=1)=O.[C:15](=[O:18])([O-])[O-:16].[K+].[K+].[CH3:21][N:22]([CH:24]=O)[CH3:23].I[CH3:27]>ClCCl>[CH3:27][O:16][C:15]([C:13]1[C:8]2[C:21](=[CH:12][C:11]([Br:14])=[CH:10][CH:9]=2)[N:22]([CH3:23])[CH:24]=1)=[O:18]
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 6328Methyl iodide2회HCID 11430Potassium CarbonateHCID 285091Methyl 5-bromo-1H-indole-3-carboxylate

생성물 1

HCID 57443279Methyl 6-bromo-1-methyl-1H-indole-3-carboxylate수율 99%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

A mixture of 5-bromo-1H-indole-3-carboxylic acid methyl ester (200 mg, 0.787 mmol), potassium carbonate (100 mg, 0.394 mmol) and DMF (1 mL) is stirred at room temperature and iodomethane (30 μL, 0.47 mmol) is added. After 1.5 hours, additional iodomethane (10 μL) is added and the reaction is stirred for 30 minutes and diluted with dichloromethane and filtered. The filtrate is concentrated under high vacuum, diluted with ethyl acetate, filtered and concentrated under reduced pressure to give the title compound (1105 mg, 99%). ES/MS m/e 270.0 (M+2).

후처리

  1. stirringthe reaction is stirred for 30 minutes
  2. filtrationfiltered
  3. concentrationThe filtrate is concentrated under high vacuum
  4. additiondiluted with ethyl acetate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-9f1076a93477489685482a774718285f
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07863302B2

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