Water → N-[2-(2,6-dimethoxyquinolin-4-yl)ethyl]acetamide

HRID 725890ノート

反応式

HRID 725890 の反応式
Cl[C:2]1[CH:11]=[C:10]([CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:18][CH3:19])[CH:8]=2)[N:3]=1.[CH3:20][O-:21].[Na+].O>CO>[CH3:20][O:21][C:2]1[CH:11]=[C:10]([CH2:12][CH2:13][NH:14][C:15](=[O:17])[CH3:16])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:18][CH3:19])[CH:8]=2)[N:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 9860467N-[2-(2-chloro-6-methoxyquinolin-4-yl)ethyl]acetamideHCID 10942334Sodium Methoxide

生成物 1

HCID 19709971N-[2-(2,6-dimethoxyquinolin-4-yl)ethyl]acetamide収率 52.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

A mixture of N-[2-(2-chloro-6-methoxyquinolin-4-yl)ethyl]acetamide (0.9 g, 3.2 mmol) and sodium methoxide (30 g, 28% methanol solution) in methanol (20 ml) was stirred at 60° C. overnight. The reaction mixture was poured into water, and the organic layer was extracted with 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 purified by column chromatography on silica gel (ethyl acetate) and recrystallized from a mixed solvent of ethyl acetate and hexane to obtain the title compound (0.46 g, 52%).

後処理

  1. extractionthe organic layer was extracted with 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 purified by column chromatography on silica gel (ethyl acetate)
  6. customrecrystallized from a mixed solvent of ethyl acetate and hexane

出典と根拠

ORDレコード
ord-a090178fb9ce4ddb909b86eefa7e77e7
出典データセット
uspto-grants-1998_01
特許番号
US05708005

反応ノート

読み込み中…