Tetrahydrofuran → 2-[(5-oxido-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)oxy]acetamide

HRID 2105501ノート

反応式

HRID 2105501 の反応式
[CH2:1]([C:4]1[N:5]([O:17][CH2:18][C:19]([NH2:21])=[O:20])[C:6]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]=[CH:8][C:7]=2[N:16]=1)[CH2:2][CH3:3].ClC1C=C(C=CC=1)C(OO)=[O:27].C1COCC1>ClCCl>[O-:27][N+:9]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=2[C:6]2[N:5]([O:17][CH2:18][C:19]([NH2:21])=[O:20])[C:4]([CH2:1][CH2:2][CH3:3])=[N:16][C:7]=2[CH:8]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 70297m-Chloroperbenzoic acidHCID 675069802-[(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)oxy]acetamide

生成物 1

HCID 675068432-[(5-oxido-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)oxy]acetamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

A solution of 2-[(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)oxy]acetamide (2.7 g, 9.5 mmol) in dichloromethane (100 mL) was cooled to approximately 0° C., and 3-chloroperoxybenzoic acid (3.2 g of approximately 77% pure material, 14 mmol) was added. The reaction was stirred for ten minutes at 0° C. and for one hour at room temperature. An analysis by LC/MS indicated that no reaction had occurred; the starting material was very insoluble. THF (40 mL) was added, and the reaction was stirred for 23 hours. An analysis by LC/MS indicated the presence of starting material, and dichloromethane (500 mL) was added. The reaction was stirred for seven hours, was allowed to stand for three days, and then was concentrated under reduced pressure to provide 2-[(5-oxido-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)oxy]acetamide.

後処理

  1. stirringthe reaction was stirred for 23 hours
  2. additionwas added
  3. stirringThe reaction was stirred for seven hours
  4. waitto stand for three days
  5. concentrationwas concentrated under reduced pressure

出典と根拠

ORDレコード
ord-b7d49c4d245f44c291a2379b7f5e2a02
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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