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

HRID 1727860ノート

反応式

HRID 1727860 の反応式
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]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 1357802514-[4-(4-Tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-ol2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
77.5 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ec95c95eda35440a8372e7a7e138ae75
出典データセット
uspto-grants-2009_02
特許番号
US07495104B2

反応ノート

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