Potassium Carbonate → HCID 22727951、化合物

HRID 2086070ノート

反応式

HRID 2086070 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](Cl)=[N:6][CH:7]=1.[NH2:12][C:13]1[CH:14]=[C:15]([N:19]2[CH2:23][CH2:22][CH2:21][C:20]2=[O:24])[CH:16]=[CH:17][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCCl.ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH:12][C:13]2[CH:14]=[C:15]([N:19]3[CH2:23][CH2:22][CH2:21][C:20]3=[O:24])[CH:16]=[CH:17][CH:18]=2)=[N:6][CH:7]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 6839561-(3-Aminophenyl)pyrrolidin-2-oneHCID 70194125-Bromo-2-chloro-3-nitropyridine

生成物 1

HCID 22727951HCID 22727951、化合物収率 68%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

実験手順

A suspension of 5-bromo-2-chloro-3-nitropyridine (3.79 g, 16 mmol), 1-(3-aminophenyl)pyrrolidin-2-one (2.56 g, 15 mmol) and potassium carbonate (2.0 g, 15 mmol) in 1,2-dichloroethane (25 ml) was heated at reflux for 60 hours. The reaction was cooled, diluted with dichloromethane (200 ml) and extracted with water. The organic phase was then dried over anhydrous sodium sulphate, filtered and pre-adsorbed on to silica (25 g). Purification by column chromatography eluting with isohexane on a gradient of ethyl acetate (10%-40%) gave 1-[3-(5-bromo-3-nitropyridin-2-ylamino)phenyl]pyrrolidin-2-one as a red solid (3.7 g, 68%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 60 hours
  3. temperatureThe reaction was cooled
  4. extractionextracted with water
  5. dry with materialThe organic phase was then dried over anhydrous sodium sulphate
  6. filtrationfiltered and pre-adsorbed on to silica (25 g)
  7. customPurification by column chromatography
  8. washeluting with isohexane on a gradient of ethyl acetate (10%-40%)

出典と根拠

ORDレコード
ord-802ee8b24a2c4f088055f85035af65ec
出典データセット
uspto-grants-2004_04
特許番号
US06723735B1

反応ノート

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