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

HRID 725887노트

반응식

HRID 725887 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-de12fc1d39fe45c5a2e185fa1e24afec
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05708005

반응 노트

불러오는 중…