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Sodium bis(trimethylsilyl)amide → tert-butyl 4-(6-bromo-2-oxoquinolin-1(2H)-yl)butylcarbamate

HRID 624225
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인쇄 미리보기

반응식

HRID 624225 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2.C[Si]([N-][Si](C)(C)C)(C)C.[Na+].[C:23]([NH:30][CH2:31][CH2:32][CH2:33][CH2:34]Br)([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24]>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:34][CH2:33][CH2:32][CH2:31][NH:30][C:23](=[O:24])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[C:7](=[O:12])[CH:6]=[CH:5]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 2724254Sodium bis(trimethylsilyl)amideHCID 10868765tert-butyl N-(4-bromobutyl)carbamateHCID 123789436-Bromoquinolin-2(1H)-one

생성물 1

HCID 68748860tert-butyl 4-(6-bromo-2-oxoquinolin-1(2H)-yl)butylcarbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6-bromoquinolin-2(1H)-one (430 mg, 1.91 mmol) in tetrahydrofuran (8 ml) was added sodium bis(trimethylsilyl)amide (2.1 ml, 2.08 mmol). After 15 minutes, 4-(boc-amino)butyl bromide (403 mg, 1.6 mmol) was added. The solution was stirred for 15 hours, concentrated and purified by flash chromatography to provide the title compound.

후처리

  1. concentrationconcentrated
  2. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-e9c68693dd3244a891f81831e016611e
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09302989B2

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