Water → (6-Bromo-quinoxalin-2-yl)-(4-fluoro-3-trifluoromethyl-benzyl)-methyl-amine

HRID 1020740ノート

反応式

HRID 1020740 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([NH:14][CH3:15])[CH:8]=[N:7]2.Br[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[C:20]([C:25]([F:28])([F:27])[F:26])[CH:19]=1.O>CN(C=O)C>[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([N:14]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([F:24])=[C:20]([C:25]([F:28])([F:26])[F:27])[CH:19]=1)[CH3:15])[CH:8]=[N:7]2

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 27375774-Fluoro-3-(trifluoromethyl)benzyl bromideHCID 601459936-Bromo-N-methylquinoxalin-2-amine

生成物 1

HCID 66797280(6-Bromo-quinoxalin-2-yl)-(4-fluoro-3-trifluoromethyl-benzyl)-methyl-amine収率 67.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of sodium hydride (0.08 g, 1.5 eq, 3.37 mmol) in DMF (15 mL) was added (6-Bromo-quinoxalin-2-yl)-methyl-amine (0.6 g, 1.0 eq, 2.51 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes. A mixture of 4-(bromomethyl)-1-fluoro-2-(trifluoromethyl)benzene (0.7 g, 1.2 eq. 2.72 mmol) in DMF (15 mL) was added at room temperature and the reaction mixture was stirred for 2.0 hours at 0° C. After completion of the reaction, cold water (180 mL) was added and the reaction mixture was stirred for 15 minutes then filtered. The solid was dried under vacuum to afford the title compound (0.7 g, 67%).

後処理

  1. additionwas added at room temperature
  2. stirringthe reaction mixture was stirred for 2.0 hours at 0° C
  3. additionwas added
  4. stirringthe reaction mixture was stirred for 15 minutes
  5. filtrationthen filtered
  6. customThe solid was dried under vacuum

出典と根拠

ORDレコード
ord-615a267c0def440eb228d4cac085e15e
出典データセット
uspto-grants-2014_05
特許番号
US08716473B2

反応ノート

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