Water → N-{[4-(6-Carbamoyl-7-methoxy-4-quinolyl)oxyl-2-fluorophenyl]}-N'-(4-fluorophenyl)-N-methylurea

HRID 853543ノート

反応式

HRID 853543 の反応式
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[CH:9][CH:8]=[C:7]2Cl)(=[O:3])[NH2:2].[F:17][C:18]1[CH:23]=[C:22]([OH:24])[CH:21]=[CH:20][C:19]=1[N:25]([CH3:36])[C:26]([NH:28][C:29]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1)=[O:27].[H-].[Na+].O>CS(C)=O>[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][C:13]=1[O:14][CH3:15])[N:10]=[CH:9][CH:8]=[C:7]2[O:24][C:22]1[CH:21]=[CH:20][C:19]([N:25]([CH3:36])[C:26]([NH:28][C:29]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)=[O:27])=[C:18]([F:17])[CH:23]=1)(=[O:3])[NH2:2]

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 229364184-Chloro-7-methoxyquinoline-6-carboxamideHCID 22936763N-(2-fluoro-4-hydroxyphenyl)-N'-(4-fluorophenyl)-N-methylurea

生成物 1

HCID 58930896N-{[4-(6-Carbamoyl-7-methoxy-4-quinolyl)oxyl-2-fluorophenyl]}-N'-(4-fluorophenyl)-N-methylurea収率 55.13%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
85 °C

実験手順

6-Carbamoyl-4-chloro-7-methoxyquinoline (41 mg, 0.1744 mmol) and N-(2-fluoro-4-hydroxyphenyl)-N′-(4-fluorophenyl)-N-methylurea (57 mg, 0.2048 mmol) were dissolved in dimethylsulfoxide (1.0 ml), and then sodium hydride (8.4 mg, 0.2093 mmol) was added and the mixture was heated and stirred at 85° C. for 30 minutes. After cooling the reaction solution to room temperature, water was added and the precipitated crystals were filtered out. The crystals were then suspended in acetone: diethyl ether=1:2 and refiltered out, washed with diethyl ether and dried by aspiration to obtain the title compound (46 mg, 0.0961 mmol, 55.13%) as yellow crystals.

後処理

  1. temperaturethe mixture was heated
  2. temperatureAfter cooling the reaction solution to room temperature
  3. filtrationthe precipitated crystals were filtered out
  4. washwashed with diethyl ether
  5. customdried by aspiration

出典と根拠

ORDレコード
ord-5a5ebc2232f24a29972e4f922e744c74
出典データセット
uspto-grants-2007_08
特許番号
US07253286B2

反応ノート

読み込み中…