Water → {2-[(7-{4-[(2-Hydroxyethyl)amino]butoxy}-6-methoxy-4-quinolyl)oxy]-5-methylphenyl}(phenyl)methanone

HRID 228668노트

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HRID 228668 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([O:17][C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=3[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:26])=[CH:12][CH:13]=[N:14]2)=[CH:9][C:8]=1[O:33][CH3:34].[C:35](=[O:38])([O-])[O-].[K+].[K+].O.[CH3:42][N:43](C)C=O>>[OH:38][CH2:35][CH2:42][NH:43][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([O:17][C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=3[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[O:26])=[CH:12][CH:13]=[N:14]2)=[CH:9][C:8]=1[O:33][CH3:34]

참가 물질

5

반응물 4

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 57756358(2-{[7-(4-Chlorobutoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanone2회

생성물 1

HCID 57756528{2-[(7-{4-[(2-Hydroxyethyl)amino]butoxy}-6-methoxy-4-quinolyl)oxy]-5-methylphenyl}(phenyl)methanone수율 51%

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온도
80 °C

실험 절차

(2-{[7-(4-Chlorobutoxy)-6-methoxy-4-quinolyl]oxy}-5-methylphenyl)(phenyl)methanone (compound 142) (60 mg), 4-aminoethanol (24 mg), and potassium carbonate (90 mg) were suspended in N,N-dimethylformamide (2 ml), and the suspension was stirred at 80° C. overnight. The reaction solution was cooled to room temperature, water was then added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate, and the solvent was removed therefrom by distillation under the reduced pressure. The residue was purified by thin layer chromatography using methanol-chloroform to give the title compound (33 mg, yield 51%).

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was then washed with water and saturated brine
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. customthe solvent was removed
  6. distillationby distillation under the reduced pressure
  7. customThe residue was purified by thin layer chromatography

출처 및 근거

ORD 기록
ord-dd8f811db52c4bd19928d6fba071d728
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560558B2

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