Sodium Hydroxide → 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoic acid

HRID 2366682노트

반응식

HRID 2366682 반응식
[OH-].[Na+].[CH2:3]([C:6]1[N:7]([CH2:19][CH2:20][CH2:21][CH2:22][C:23]([O:25]CC)=[O:24])[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]=1)[CH2:4][CH3:5]>O.C(O)C>[CH2:3]([C:6]1[N:7]([CH2:19][CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])[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]=1)[CH2:4][CH3:5]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 57447069ethyl 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoate

생성물 1

HCID 574470705-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoic acid수율 85.9%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of sodium hydroxide (2.23 g, 55.9 mmol) in water (100 mL) was added to a solution of ethyl 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoate (14.6 g, 43.0 mmol) in ethanol (100 mL), and the reaction was stirred at ambient temperature overnight, concentrated to remove ethanol, and washed with dichloromethane. The resulting solution was adjusted to pH 5 with the addition of 10% hydrochloric acid. The mixture was extracted twice with chloroform, and the combined extracts were dried over magnesium sulfate, filtered, and concentrated under reduced pressure to provide 11.5 g of 5-(2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentanoic acid.

후처리

  1. concentrationconcentrated
  2. customto remove ethanol
  3. washwashed with dichloromethane
  4. additionThe resulting solution was adjusted to pH 5 with the addition of 10% hydrochloric acid
  5. extractionThe mixture was extracted twice with chloroform
  6. dry with materialthe combined extracts were dried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-bd7fa5a239c644d9a116f34f06efda45
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697873B2

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