Dimethylformamide → (4-Tert-butylphenyl)-{4-[6-methoxy-7-(2-morpholin-4-ylethoxy)quinolin-4-yloxy]phenyl}amine

HRID 1727860노트

반응식

HRID 1727860 반응식
CN(C)C=O.[C:6]([C:10]1[CH:36]=[CH:35][C:13]([NH:14][C:15]2[CH:34]=[CH:33][C:18]([O:19][C:20]3[C:29]4[C:24](=[CH:25][C:26]([OH:32])=[C:27]([O:30][CH3:31])[CH:28]=4)[N:23]=[CH:22][CH:21]=3)=[CH:17][CH:16]=2)=[CH:12][CH:11]=1)([CH3:9])([CH3:8])[CH3:7].C(=O)([O-])[O-].[K+].[K+].Cl.Cl[CH2:45][CH2:46][N:47]1[CH2:52][CH2:51][O:50][CH2:49][CH2:48]1>C(OCC)(=O)C.O>[C:6]([C:10]1[CH:36]=[CH:35][C:13]([NH:14][C:15]2[CH:34]=[CH:33][C:18]([O:19][C:20]3[C:29]4[C:24](=[CH:25][C:26]([O:32][CH2:45][CH2:46][N:47]5[CH2:52][CH2:51][O:50][CH2:49][CH2:48]5)=[C:27]([O:30][CH3:31])[CH:28]=4)[N:23]=[CH:22][CH:21]=3)=[CH:17][CH:16]=2)=[CH:12][CH:11]=1)([CH3:9])([CH3:7])[CH3:8]

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 1357802514-[4-(4-Tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-ol2회

생성물 1

HCID 44382806(4-Tert-butylphenyl)-{4-[6-methoxy-7-(2-morpholin-4-ylethoxy)quinolin-4-yloxy]phenyl}amine수율 81%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
77.5 °C

실험 절차

N,N-Dimethylformamide (2 ml) was added to 4-{4-[4-(tert-butyl)anilino]phenoxy}-6-methoxy-7-quinolinol (compound 21) (100 mg), potassium carbonate (167 mg), and 4-(2-chloroethyl)morpholine hydrochloride (70 mg), and the mixture was stirred at 75 to 80° C. for 6 hr. Water and ethyl acetate were added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and was dried over sodium sulfate, and the solvent was then removed by evaporation under the reduced pressure. The crude thus obtained was purified by thin-layer chromatography on silica gel using chloroform/methanol for development to give the title compound (102 mg, yield 81%).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialwas dried over sodium sulfate
  4. customthe solvent was then removed by evaporation under the reduced pressure
  5. customThe crude thus obtained
  6. customwas purified by thin-layer chromatography on silica gel

출처 및 근거

ORD 기록
ord-ec95c95eda35440a8372e7a7e138ae75
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07495104B2

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