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Chloride → 4-Tert-butyl-2-{5-[3-(3-cyano-6-methylindole-1-yl)propyl]-benzofuran-2-yl}thiazole

HRID 1604675
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인쇄 미리보기

반응식

HRID 1604675 반응식
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH2:21]Cl)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[C:23]([C:25]1[C:33]2[C:28](=[CH:29][C:30]([CH3:34])=[CH:31][CH:32]=2)[NH:27][CH:26]=1)#[N:24].[OH-].[Na+].[Cl-]>O1CCCC1>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][CH2:21][N:27]4[C:28]5[C:33](=[CH:32][CH:31]=[C:30]([CH3:34])[CH:29]=5)[C:25]([C:23]#[N:24])=[CH:26]4)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 312ChlorideHCID 14798Sodium HydroxideHCID 196037484-Tert-butyl-2-[5-(3-chloropropyl)benzofuran-2-yl]thiazoleHCID 196038046-Methyl-1H-indole-3-carbonitrile

생성물 1

HCID 196036914-Tert-butyl-2-{5-[3-(3-cyano-6-methylindole-1-yl)propyl]-benzofuran-2-yl}thiazole수율 42.5%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
60 °C

실험 절차

A mixture of 4-tert-butyl-2-[5-(3-chloropropyl)-benzofuran-2-yl]thiazole (0.19 g), 3-cyano-6-methylindole (73 mg), sodium hydroxide (90 mg) and small amount of cetyl trymethylammonium chloride in tetrahydrofuran (1 ml) was stirred at 60° C. for 1 day. After the mixture was cooled to room temperature, the insolble mass was filtered off and the filtrate was concentrated under reduced pressure to give a syrup. The syrup was subjected to column chromatography on silica gel and eluted with a mixture of n-hexane and ethyl acetate. The fraction containing the objective compound were combined and concentrated under reduced pressure to give 4-tert-butyl-2-{5-[3-(3-cyano-6-methylindole-1-yl)propyl]-benzofuran-2-yl}thiazole (90 mg).

후처리

  1. temperatureAfter the mixture was cooled to room temperature
  2. filtrationthe insolble mass was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto give a syrup
  5. washeluted with a mixture of n-hexane and ethyl acetate
  6. additionThe fraction containing the objective compound
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-38a69cfe465347158e7ba1061b450531
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05994378

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