Trifluoroacetic acid → 1-(2,6-Difluorophenyl)-5,5-dimethylpiperazin-2-one

HRID 1694928ノート

反応式

HRID 1694928 の反応式
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][C:19](=[O:21])[N:18]([C:22]2[C:27]([F:28])=[CH:26][CH:25]=[CH:24][C:23]=2[F:29])[CH2:17][C:16]1([CH3:31])[CH3:30])=O)(C)(C)C>C(Cl)Cl>[F:28][C:27]1[CH:26]=[CH:25][CH:24]=[C:23]([F:29])[C:22]=1[N:18]1[CH2:17][C:16]([CH3:30])([CH3:31])[NH:15][CH2:20][C:19]1=[O:21]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 666456784-(2,6-Difluorophenyl)-2,2-dimethyl-5-oxopiperazine-1-carboxylic acid t-butyl ester

生成物 1

HCID 666456401-(2,6-Difluorophenyl)-5,5-dimethylpiperazin-2-one収率 95.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4.2 ml of trifluoroacetic acid (54.7 mmol) was added to a solution of 1.80 g of 4-(2,6-difluorophenyl)-2,2-dimethyl-5-oxopiperazine-1-carboxylic acid t-butyl ester obtained in Example (60c) (5.47 mmol) in methylene chloride (8.4 ml) at room temperature, and the mixture was stirred at the same temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure. A saturated sodium bicarbonate aqueous solution was added, followed by extraction with methylene chloride. Then, the organic layer was dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent:methylene chloride/methanol=10/1) to obtain 1.25 g of the title compound (yield: quant.).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionA saturated sodium bicarbonate aqueous solution was added
  3. extractionfollowed by extraction with methylene chloride
  4. dry with materialThen, the organic layer was dried over anhydrous magnesium sulfate
  5. filtrationAfter filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (elution solvent:methylene chloride/methanol=10/1)

出典と根拠

ORDレコード
ord-0b6746c79ff34b0fb3a0743e6530d50a
出典データセット
uspto-grants-2012_04
特許番号
US08158790B2

反応ノート

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