Sodium Methoxide → 4-((6-Bromo-4-chloro-2-methoxyquinolin-3-yl)methyl)benzonitrile

HRID 928789노트

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HRID 928789 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](Cl)[C:6]([CH2:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1)=[C:5]2[Cl:22].[CH3:23][O-:24].[Na+]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:24][CH3:23])[C:6]([CH2:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1)=[C:5]2[Cl:22]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 867156224-((6-Bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile2회

생성물 1

HCID 867156234-((6-Bromo-4-chloro-2-methoxyquinolin-3-yl)methyl)benzonitrile

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
105 °C

실험 절차

A heterogeneous mixture of 4-((6-bromo-2,4-dichloroquinolin-3-yl)methyl)benzonitrile (650 mg, 1.16 mmol, Intermediate 44: step c) and sodium methoxide (314 mg, 5.81 mmol) in dry toluene (2.2 mL) was heated at 105° C. After 9 hours, the mixture was cooled to ambient temperature and filtered through Celite®, rinsing with DCM. The filtrate was concentrated and the crude was purified by flash column chromatography (silica gel, 0-5% EtOAc-Hexanes) to provide the title compound as a white solid.

후처리

  1. temperaturethe mixture was cooled to ambient temperature
  2. filtrationfiltered through Celite®
  3. washrinsing with DCM
  4. concentrationThe filtrate was concentrated
  5. customthe crude was purified by flash column chromatography (silica gel, 0-5% EtOAc-Hexanes)

출처 및 근거

ORD 기록
ord-520b9e0e8b364888a0d1fd7346df13a4
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290476B2

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