Tetrahydrofuran → 3-[3-[1-(2-toluoylmethyl)-2-oxo-5-(3-methyl-2-butenyl)-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]ureido]benzoic acid

HRID 1979397ノート

反応式

HRID 1979397 の反応式
[C:1]1([CH3:43])[C:2]([C:7]([CH2:9][N:10]2[C:16]3[CH:17]=[C:18]([CH3:21])[CH:19]=[CH:20][C:15]=3[N:14]([CH2:22][CH:23]=[C:24]([CH3:26])[CH3:25])[CH2:13][CH:12]([NH:27][C:28]([NH:30][C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([C:37]([O:39]CC)=[O:38])[CH:32]=3)=[O:29])[C:11]2=[O:42])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.O.[OH-].[Li+].O1CCCC1>CO>[C:1]1([CH3:43])[C:2]([C:7]([CH2:9][N:10]2[C:16]3[CH:17]=[C:18]([CH3:21])[CH:19]=[CH:20][C:15]=3[N:14]([CH2:22][CH:23]=[C:24]([CH3:25])[CH3:26])[CH2:13][CH:12]([NH:27][C:28](=[O:29])[NH:30][C:31]3[CH:32]=[C:33]([CH:34]=[CH:35][CH:36]=3)[C:37]([OH:39])=[O:38])[C:11]2=[O:42])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 212018081-[1-(2-toluoylmethyl)-2-oxo-5-(3-methyl-2-butenyl)-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-ethoxycarbonylphenyl)urea

生成物 1

HCID 212015803-[3-[1-(2-toluoylmethyl)-2-oxo-5-(3-methyl-2-butenyl)-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]ureido]benzoic acid収率 78.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1-[1-(2-Toluoylmethyl)-2-oxo-5-(3-methyl-2-butenyl)-8-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]-3-(3-ethoxycarbonylphenyl)urea (310 mg) was dissolved in methanol (16 ml), aqueous lithium hydroxide monohydrate (112 mg) solution (8 ml) and tetrahydrofuran (8 ml) were added, and the mixture was refluxed for 50 minutes. The reaction mixture was concentrated under reduced pressure, the residue was dissolved in water (150 ml), washed with diethyl ether, acidified with 1N hydrochloric acid, and extracted with methylene chloride. The organic layer was dried over anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure, and a mixed solvent of diisopropyl ether and n-hexane were added to the residue for trituration, collected by filtration, to thereby obtain 230 mg of the titled compound (Yield: 78.3%).

後処理

  1. temperaturethe mixture was refluxed for 50 minutes
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in water (150 ml)
  4. washwashed with diethyl ether
  5. extractionextracted with methylene chloride
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. additiona mixed solvent of diisopropyl ether and n-hexane were added to the residue for trituration
  9. filtrationcollected by filtration

出典と根拠

ORDレコード
ord-2097d966245c4a69bd80bf158cf459d0
出典データセット
uspto-grants-2001_05
特許番号
US06239131B1

反応ノート

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