HCID 22392982, 화합물 → HCID 22392916, 화합물

HRID 133300노트

반응식

HRID 133300 반응식
C(OC([NH:11][CH:12]1[N:18]=[C:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:16]2[CH:25]=[CH:26][CH:27]=[CH:28][C:15]=2[N:14]([CH2:29][CH2:30][CH2:31][C:32]([F:35])([F:34])[F:33])[C:13]1=[O:36])=O)C1C=CC=CC=1>C(Cl)Cl>[NH2:11][CH:12]1[N:18]=[C:17]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:16]2[CH:25]=[CH:26][CH:27]=[CH:28][C:15]=2[N:14]([CH2:29][CH2:30][CH2:31][C:32]([F:34])([F:33])[F:35])[C:13]1=[O:36]

참가 물질

3

반응물 1

HCID 22392982HCID 22392982, 화합물

생성물 1

HCID 22392916HCID 22392916, 화합물수율 102.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of 3-(benzoxycarbonyl)amino-2,3-dihydro-1-(4,4,4-trifluorobutyl)-5-phenyl-1H-1,4-benzodiazepin-2-one (1.42 g, 2.87 mmol) in 50 mL of anhydrous methylene chloride was cooled to 0° C. under nitrogen. A stream of anhydrous HBr gas was slowly bubbled through the solution for 1 h. The bubbler was removed and the reaction was warmed to room temperature under nitrogen. After stirring for 1 h, the reaction was concentrated under vacuum and the residue was redissolved in 10 mL of methylene chloride. The crude HBr salt of the product was precipitated from solution using 90 mL of anhydrous ether and collected by filtration. After washing with ether, the HBr salt was dissolved in methylene chloride and saturated sodium bicarbonate. The layers were separated and the organic layer was extracted with saturated sodium bicarbonate. The combined aqueous layers were then back extracted twice with methylene chloride. The combined organic layers were extracted once with water and dried over sodium sulfate. After concentration under vacuum, 1.06 g (100%) of the product was obtained as a white foam which was carried on without further purification.

후처리

  1. customA stream of anhydrous HBr gas was slowly bubbled through the solution for 1 h
  2. customThe bubbler was removed
  3. concentrationthe reaction was concentrated under vacuum
  4. dissolutionthe residue was redissolved in 10 mL of methylene chloride
  5. customThe crude HBr salt of the product was precipitated from solution
  6. filtrationcollected by filtration
  7. washAfter washing with ether
  8. dissolutionthe HBr salt was dissolved in methylene chloride
  9. customThe layers were separated
  10. extractionthe organic layer was extracted with saturated sodium bicarbonate
  11. extractionThe combined aqueous layers were then back extracted twice with methylene chloride
  12. extractionThe combined organic layers were extracted once with water
  13. dry with materialdried over sodium sulfate
  14. concentrationAfter concentration under vacuum

출처 및 근거

ORD 기록
ord-36e74400400d4329b10b90776a583774
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07390801B2

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