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Sodium Hydroxide → 3-{4-[1-(4-Fluoro-benzyl)-1H-indol-3-yl]-piperidine-1-carbonyl}-benzonitrile

HRID 42234
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HRID 42234 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH:10]2[CH2:15][CH2:14][N:13]([C:16]([C:18]3[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=3)[C:21]#[N:22])=[O:17])[CH2:12][CH2:11]2)=[CH:2]1.[OH-].[Na+].[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:46][C:47]1[CH:54]=[CH:53][C:50]([CH2:51]Br)=[CH:49][CH:48]=1>C1COCC1>[F:46][C:47]1[CH:54]=[CH:53][C:50]([CH2:51][N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([CH:10]3[CH2:15][CH2:14][N:13]([C:16]([C:18]4[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=4)[C:21]#[N:22])=[O:17])[CH2:12][CH2:11]3)=[CH:2]2)=[CH:49][CH:48]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 680214-Fluorobenzyl bromideHCID 2723671Tetrabutylammonium HydroxideHCID 574716313-[4-(1H-Indol-3-yl)-piperidine-1-carbonyl]-benzonitrile

생성물 1

HCID 574716033-{4-[1-(4-Fluoro-benzyl)-1H-indol-3-yl]-piperidine-1-carbonyl}-benzonitrile

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

3-[4-(1H-Indol-3-yl)-piperidine-1-carbonyl]-benzonitrile (0.08 g, 0.24 mmol) is dissolved in 2 ml THF, then 2 ml of 50% NaOH, 0.2 ml tetrabutyl ammonium hydroxide (1.0M in MeOH), 4-fluoro-benzyl bromide (0.055 g, 0.29 mmol) are added and the reaction mixture is stirred at RT for 1.5 hours. The layers are separated and the organic solvent is removed under the reduced pressure, purified by a silica gel flash column using heptane and ethyl acetate as the elutes.

후처리

  1. customThe layers are separated
  2. customthe organic solvent is removed under the reduced pressure
  3. custompurified by a silica gel flash column

출처 및 근거

ORD 기록
ord-c91fbd736325417ba00f180335ca975c
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536168B2

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