2-Methoxyethanol → 3-Quinolinecarbonitrile, 4-hydroxy-6-methoxy-7-(2-methoxyethoxy)-

HRID 1837331노트

반응식

HRID 1837331 반응식
[Na].[CH3:2][O:3][CH2:4][CH2:5][OH:6].F[C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:20])[C:13]([C:18]#[N:19])=[CH:14][NH:15]2)=[CH:10][C:9]=1[O:21][CH3:22]>C(O)(=O)C>[CH3:22][O:21][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:8]=1[O:6][CH2:5][CH2:4][O:3][CH3:2])[NH:15][CH:14]=[C:13]([C:18]#[N:19])[C:12]2=[O:20]

참가 물질

5

반응물 3

HCID 80192-MethoxyethanolHCID 5360545SodiumHCID 121507027-FLUORO-6-METHOXY-4-OXO-1,4-DIHYDROQUINOLINE-3-CARBONITRILE

생성물 1

HCID 99705583-Quinolinecarbonitrile, 4-hydroxy-6-methoxy-7-(2-methoxyethoxy)-

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Sodium (84 mg, 3.67 mmol) is added to 3.6 mL of 2-methoxyethanol and the mixture is heated at reflux for 90 minutes. 7-Fluoro-6-methoxy-4-oxo-1,4,-dihydro-3-quinolinecarbonitrile (200 mg, 0.92 mmol) is added and the reaction mixture is heated at reflux for 4 hours then stirred at room temperature overnight. The reaction mixture is poured into ice water and acidified with acetic acid. The solids are collected by filtration, washing with ethyl acetate and hexane, to provide 234 mg of 6-methoxy-7-(2-methoxyethoxy)-4-oxo-1,4,-dihydro-3-quinolinecarbonitrile, mp>300° C.

후처리

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 90 minutes
  3. temperaturethe reaction mixture is heated
  4. temperatureat reflux for 4 hours
  5. filtrationThe solids are collected by filtration
  6. washwashing with ethyl acetate and hexane

출처 및 근거

ORD 기록
ord-290ec1f075fa4aebb23c1a80664cbfa8
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06780996B2

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