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

HRID 2105501노트

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HRID 2105501 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b7d49c4d245f44c291a2379b7f5e2a02
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579359B2

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