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N-bromobutanimide → (3-Bromomethyl-6-chloro-isoquinolin-5-yl)-acetic acid methyl ester

HRID 505214
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반응식

HRID 505214 반응식
[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[C:14]([Cl:15])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[C:8]([CH3:16])[N:9]=[CH:10]2.[Br:18]N1C(=O)CCC1=O>ClC(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:17])[CH2:4][C:5]1[C:14]([Cl:15])=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[C:8]([CH2:16][Br:18])[N:9]=[CH:10]2
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참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 66882229(6-Chloro-3-methyl-isoquinolin-5-yl)-acetic acid methyl ester

생성물 1

HCID 66880745(3-Bromomethyl-6-chloro-isoquinolin-5-yl)-acetic acid methyl ester수율 40%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

반응 조건

온도
40 °C

실험 절차

To a solution of (6-Chloro-3-methyl-isoquinolin-5-yl)-acetic acid methyl ester (1.9 g, 7.63 mmol) in tetrachloromethane (190 mL) was added N-bromosuccinimide (1.36 g, 7.63 mmol). The reaction mixture was heated to 40° C. for 1 h under simultaneous irradiation by a 300 W UV lamp, filtered and the filtrate concentrated in vacuo. The crude product was purified by flash column chromatography (silica gel, cyclohexane/EtOAc 80:20) to afford the title compound as a white powder (1.00 g, 3.05 mmol, 40%). MS (ES+): 328 (M(C13H1179Br35ClNO2)+H)+.

후처리

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated in vacuo
  3. customThe crude product was purified by flash column chromatography (silica gel, cyclohexane/EtOAc 80:20)

출처 및 근거

ORD 기록
ord-58ac8ee9878147209e816f01ae019126
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07781438B2

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