O-(propan-2-yl)hydroxylamine hydrochloride → 1-isopropoxy-2-methyl-1H-imidazo[4,5-c]quinoline

HRID 2105468ノート

反応式

HRID 2105468 の反応式
Cl.[CH:2]([O:5][NH2:6])([CH3:4])[CH3:3].Cl[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=[CH:10][C:9]=1[NH:18][C:19](=O)[CH3:20]>C(O)C>[CH:2]([O:5][N:6]1[C:8]2[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=[CH:10][C:9]=2[N:18]=[C:19]1[CH3:20])([CH3:4])[CH3:3]

参加物

4

反応物 2

HCID 12696235O-(propan-2-yl)hydroxylamine hydrochlorideHCID 67506066HCID 67506066、化合物

生成物 1

HCID 675069571-isopropoxy-2-methyl-1H-imidazo[4,5-c]quinoline収率 94.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

O-isopropylhydroxylamine hydrochloride (2.14 g, 1.7 eq) was added to a solution of N-(4-chloroquinolin-3-yl)acetamide (2.51 g, 1.0 eq) in ethanol (75 mL). The reaction mixture was heated at reflux for 2 hours and then concentrated under reduced pressure. The residue was partitioned between dichloromethane and aqueous saturated sodium bicarbonate. The organic layer was separated and concentrated under reduced pressure to provide 2.60 g of 1-isopropoxy-2-methyl-1H-imidazo[4,5-c]quinoline.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 2 hours
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was partitioned between dichloromethane and aqueous saturated sodium bicarbonate
  5. customThe organic layer was separated
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-99402be581c2418b986372e7204598b8
出典データセット
uspto-grants-2009_08
特許番号
US07579359B2

反応ノート

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