HCID 22392982、化合物 → HCID 22392916、化合物

HRID 413844ノート

反応式

HRID 413844 の反応式
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]

参加物

3

反応物 1

HCID 22392982HCID 22392982、化合物

生成物 1

HCID 22392916HCID 22392916、化合物収率 102.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-32e7164416a649d893b41d91282fc21d
出典データセット
uspto-grants-2003_05
特許番号
US06569851B1

反応ノート

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