2-(Methylamino)ethanol → 3-(4-t-butylphenyl)-1-(4-cyanophenyl)-4-(N-hydroxyethyl-N-methyl-aminocarbonyl)-2-methyl-2H-pyrazol-5-one

HRID 1740089ノート

反応式

HRID 1740089 の反応式
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([CH3:28])[N:13]([C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][CH:21]=3)[C:14](=[O:19])[C:15]=2[C:16](Cl)=[O:17])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:29][NH:30][CH2:31][CH2:32][OH:33]>O1CCCC1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([CH3:28])[N:13]([C:20]3[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][CH:21]=3)[C:14](=[O:19])[C:15]=2[C:16]([N:30]([CH2:31][CH2:32][OH:33])[CH3:29])=[O:17])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 80162-(Methylamino)ethanolHCID 154355013-(4-t-Butylphenyl)-4-chlorocarbonyl-1-(4-cyanophenyl)-2-methyl-2H-pyrazol-5-one

生成物 1

HCID 154355063-(4-t-butylphenyl)-1-(4-cyanophenyl)-4-(N-hydroxyethyl-N-methyl-aminocarbonyl)-2-methyl-2H-pyrazol-5-one収率 66.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a liquid mixture of 150 mg of 3-(4-t-butylphenyl)-4-chlorocarbonyl-1-(4-cyanophenyl)-2-methyl-2H-pyrazol-5-one and 3 ml of tetrahydrofuran, 72 mg of N-methylethanolamine was added at room temperature, and the resulting mixture was stirred at the same temperature for another 1 hour and then concentrated under reduced pressure. After addition of 1N hydrochloric acid, the mixture was extracted with chloroform. The extract was washed with 1N hydrochloric acid and saturated aqueous sodium chloride successively and dried over anhydrous sodium sulfate. The insolubles were filtered off, and the filtrate was concentrated under reduced pressure. The resulting residue was recrystallized in ethyl acetate-hexane to give 110 mg of the title compound as colorless crystals.

後処理

  1. additionwas added at room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionAfter addition of 1N hydrochloric acid
  4. extractionthe mixture was extracted with chloroform
  5. washThe extract was washed with 1N hydrochloric acid and saturated aqueous sodium chloride successively
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationThe insolubles were filtered off
  8. concentrationthe filtrate was concentrated under reduced pressure
  9. customThe resulting residue was recrystallized in ethyl acetate-hexane

出典と根拠

ORDレコード
ord-e576bd146473447fb834e6754a6abb71
出典データセット
uspto-grants-1999_10
特許番号
US05968967

反応ノート

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