O-ethylhydroxylamine hydrochloride → 1-ethoxy-2-propyl-1H-imidazo[4,5-c]quinoline

HRID 2105463노트

반응식

HRID 2105463 반응식
Cl.[CH2:2]([O:4][NH2:5])[CH3:3].Cl[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]=[CH:9][C:8]=1[NH:17][C:18](=O)[CH2:19][CH2:20][CH3:21]>C(O)C>[CH2:2]([O:4][N:5]1[C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[N:10]=[CH:9][C:8]=2[N:17]=[C:18]1[CH2:19][CH2:20][CH3:21])[CH3:3]

참가 물질

4

반응물 2

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 57447109HCID 57447109, 화합물

생성물 1

HCID 675069631-ethoxy-2-propyl-1H-imidazo[4,5-c]quinoline수율 93.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethoxyamine hydrochloride (2.34 g, 2.0 eq) was added to a solution of N-(4-chloroquinolin-3-yl)butyramide (3.0 g, 1.0 eq) in ethanol (75 mL). The reaction mixture was heated at reflux for 3 hours, cooled to ambient temperature, 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 2.89 g of 1-ethoxy-2-propyl-1H-imidazo[4,5-c]quinoline.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 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

출처 및 근거

ORD 기록
ord-e7ded51ddc1846c2b28dda462bddf8a4
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579359B2

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