Sodium hydride → HCID 20636595, 화합물

HRID 49265노트

반응식

HRID 49265 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:12][CH2:11][NH:10][C:9]2=[O:13])[CH:5]=[CH:4][N:3]=1.[H-].[Na+].[Br:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]Br)=[CH:19][CH:18]=1>CN(C)C=O>[Br:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][N:10]2[CH2:11][CH2:12][N:8]([C:6]3[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[CH:7]=3)[C:9]2=[O:13])=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 20636580HCID 20636580, 화합물HCID 22494660HCID 22494660, 화합물

생성물 1

HCID 20636595HCID 20636595, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-(2-chloro-4-pyridyl)-2-imidazolidinone (0.12 g, 0.63 mmol) dissolved in 10 mL dimethylformamide at 0° C. was added NaH (60% dispersion in mineral oil, 27.7 mg, 0.69 mmol). The mixture was stirred at room temperature for 30 minutes; then cooled in ice bath. 1-Bromo-4-[(7-bromoheptyl)oxy] benzene (0.22 g, 0.63 mmol) was added, and the mixture was stirred at room temperature for additional 4 hours. The reaction was quenched with MeOH, and the solvents were pumped off. A saturated aqueous NH4Cl solution (5 mL) and dichloromethane (10 mL) were added to the residue. The dichloromethane layer was dried over MgSO4, filtered, evaporated, and purified by column chromatography (ethyl acetate:MeOH=10:1) to give the product (i.e., Compound 8) as a white solid (0.19 g, 64%).

후처리

  1. temperaturethen cooled in ice bath
  2. stirringthe mixture was stirred at room temperature for additional 4 hours
  3. customThe reaction was quenched with MeOH
  4. additionA saturated aqueous NH4Cl solution (5 mL) and dichloromethane (10 mL) were added to the residue
  5. dry with materialThe dichloromethane layer was dried over MgSO4
  6. filtrationfiltered
  7. customevaporated
  8. custompurified by column chromatography (ethyl acetate:MeOH=10:1)

출처 및 근거

ORD 기록
ord-0c8d8f29888942789eda31322882c208
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706739B2

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