Ethanol → HCID 69507030, 화합물

HRID 540878노트

반응식

HRID 540878 반응식
[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][O:27][CH2:28][CH3:29])[N:14]([CH2:15][C:16]([NH:19][C:20]([NH:22][CH:23]([CH3:25])[CH3:24])=[O:21])([CH3:18])[CH3:17])[C:10]=2[C:9]2[CH:8]=[CH:7][C:6]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][NH:37]C(=O)OC(C)(C)C)=[CH:5][C:4]=2[N:3]=1.C(O)C>Cl>[NH2:1][C:2]1[C:11]2[N:12]=[C:13]([CH2:26][O:27][CH2:28][CH3:29])[N:14]([CH2:15][C:16]([NH:19][C:20]([NH:22][CH:23]([CH3:25])[CH3:24])=[O:21])([CH3:17])[CH3:18])[C:10]=2[C:9]2[CH:8]=[CH:7][C:6]([O:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])=[CH:5][C:4]=2[N:3]=1

참가 물질

4

반응물 2

HCID 702EthanolHCID 68898786Tert-butyl 6-{[4-amino-2-(ethoxymethyl)-1-(2-{[(isopropylamino)carbonyl]amino}-2-methylpropyl)-1h-imidazo[4,5-c]quinolin-7-yl]oxy}hexylcarbamate

생성물 1

HCID 69507030HCID 69507030, 화합물수율 84.8%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

A solution of tert-butyl 6-{[4-amino-2-(ethoxymethyl)-1-(2-{[(isopropylamino)carbonyl]amino}-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-7-yl]oxy}hexylcarbamate (4.20 g, 6.84 mmol) in 3 M HCl in ethanol (50 mL, 150 mmol) was heated at reflux for five minutes, then was allowed to cool to room temperature and was concentrated under reduced pressure. The resulting orange solid was dissolved water and the solution was washed with dichloromethane (2×). The aqueous layer was treated with ammonium hydroxide until a basic pH was reached, then was extracted with dichloromethane (3×). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated to yield 2.98 g of N-{2-[4-amino-7-[(6-aminohexyl)oxy]-2-(ethoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-1,1-dimethylethyl}-N′-isopropylurea as a dark orange solid.

후처리

  1. temperatureat reflux for five minutes
  2. concentrationwas concentrated under reduced pressure
  3. dissolutionThe resulting orange solid was dissolved water
  4. washthe solution was washed with dichloromethane (2×)
  5. additionThe aqueous layer was treated with ammonium hydroxide until a basic pH
  6. extractionwas extracted with dichloromethane (3×)
  7. washThe combined organic layers were washed with brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-de5ca9f8081544a095c16e3cfdbe4cba
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871782B2

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