Water → N-[2-(2-chloro-6-methoxyquinolin-4-yl)ethyl]acetamide

HRID 725887ノート

反応式

HRID 725887 の反応式
[C:1](Cl)(=[O:3])[CH3:2].[Cl:5][C:6]1[CH:15]=[C:14]([CH2:16][CH2:17][NH2:18])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:19][CH3:20])[CH:12]=2)[N:7]=1.C(N(CC)CC)C.O>O1CCCC1>[Cl:5][C:6]1[CH:15]=[C:14]([CH2:16][CH2:17][NH:18][C:1](=[O:3])[CH3:2])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:19][CH3:20])[CH:12]=2)[N:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 197099622-(2-Chloro-6-methoxyquinolin-4-yl)ethylamine

生成物 1

HCID 9860467N-[2-(2-chloro-6-methoxyquinolin-4-yl)ethyl]acetamide収率 82%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Acetyl chloride (0.37 g, 4.7 mmol) was added dropwise gradually under ice-cooling to a solution of 2-(2-chloro-6-methoxyquinolin-4-yl)ethylamine (1.0 g, 4.2 mmol) and triethylamine (0.87 g, 8.6 mmol) in tetrahydrofuran (50 ml). The reaction mixture was stirred at room temperature for 1 hour and poured into water. The organic materials were extracted with a mixed solvent of 5% methanol/ethyl acetate. The extract was washed with saturated brine and water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was recrystallized from ethyl acetate to obtain the title compound (0.96 g, 80%).

後処理

  1. extractionThe organic materials were extracted with a mixed solvent of 5% methanol/ethyl acetate
  2. washThe extract was washed with saturated brine and water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe resulting residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-de12fc1d39fe45c5a2e185fa1e24afec
出典データセット
uspto-grants-1998_01
特許番号
US05708005

反応ノート

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