4-Fluorobenzoyl chloride → N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide

HRID 49773

반응식

HRID 49773 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:15][C:16]1[CH:24]=[CH:23][C:19]([C:20](Cl)=[O:21])=[CH:18][CH:17]=1>ClCCl.C(N(C(C)C)CC)(C)C>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:20](=[O:21])[C:19]2[CH:23]=[CH:24][C:16]([F:15])=[CH:17][CH:18]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 2

HCID 678794-Fluorobenzoyl chlorideHCID 4158521-Benzyl-4-piperidylamine

생성물 1

HCID 702501N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide수율 70.6%

시약·촉매·용매 2

HCID 6344Dichloromethane용매3회HCID 81531Diisopropylethylamine용매

실험 절차

To a solution of 1-benzyl-4-aminopiperidine (1.13 g) in dichloromethane (10 ml) were added a solution of 4-fluorobenzoyl chloride (0.99 g) in dichloromethane (1 ml) and diisopropylethylamine (1.09 ml) under cooling on an ice-water bath. The mixture was warmed to ambient temperature slowly under stirring. The mixture was diluted with dichloromethane and washed with water, saturated aqueous sodium hydrogen carbonate, water, and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. A residue was purified by column chromatography (silica gel 100 ml, dichloromethane:methanol=15:1). After rinse with diisopropyl ether-n-hexane (1:1), N-(1-benzylpiperidin-4-yl)-4-fluorobenzamide (1.31 g) was obtained.

후처리

  1. temperatureunder cooling on an ice-water bath
  2. washwashed with water, saturated aqueous sodium hydrogen carbonate, water, and brine
  3. dry with materialAfter drying with magnesium sulfate
  4. customthe solvents were removed under reduced pressure
  5. customA residue was purified by column chromatography (silica gel 100 ml, dichloromethane:methanol=15:1)
  6. washAfter rinse with diisopropyl ether-n-hexane (1:1)

출처 및 근거

ORD 기록
ord-2a6f47bbdaae4925b1a064929ab38b76
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710043B1

연결된 노트

불러오는 중…