Sodium hydride → HCID 20636595、化合物

HRID 49265ノート

反応式

HRID 49265 の反応式
[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

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 20636580HCID 20636580、化合物HCID 22494660HCID 22494660、化合物

生成物 1

HCID 20636595HCID 20636595、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-0c8d8f29888942789eda31322882c208
出典データセット
uspto-grants-2004_03
特許番号
US06706739B2

反応ノート

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