Water → {2-[(2-Bromoacetyl)-(2,6-difluorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester

HRID 1694926ノート

反応式

HRID 1694926 の反応式
[Br:1][CH2:2][C:3](Br)=[O:4].[C:6]([O:10][C:11](=[O:26])[NH:12][C:13]([CH3:25])([CH3:24])[CH2:14][NH:15][C:16]1[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=1[F:23])([CH3:9])([CH3:8])[CH3:7].O>CN(C)C(=O)C>[C:6]([O:10][C:11](=[O:26])[NH:12][C:13]([CH3:25])([CH3:24])[CH2:14][N:15]([C:3](=[O:4])[CH2:2][Br:1])[C:16]1[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=1[F:23])([CH3:9])([CH3:7])[CH3:8]

参加物

5

反応物 3

HCID 962WaterHCID 61147Bromoacetyl bromideHCID 66645887[2-(2,6-Difluorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl ester

生成物 1

HCID 66645630{2-[(2-Bromoacetyl)-(2,6-difluorophenyl)amino]-1,1-dimethylethyl}carbamic acid t-butyl ester収率 100%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

1.17 ml of bromoacetyl bromide (13.4 mmol) was added to a solution of 3.66 g of [2-(2,6-difluorophenylamino)-1,1-dimethylethyl]carbamic acid t-butyl ester obtained in Example (60a) (12.2 mmol) in N,N-dimethylacetamide (61 ml) under ice-cooling, and the mixture was stirred at the same temperature for five minutes. Water was added to the reaction mixture, followed by extraction with diethyl ether. Then, the organic layer was washed with brine and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1) to obtain 5.14 g of the title compound (yield: quant.).

後処理

  1. temperaturecooling
  2. extractionfollowed by extraction with diethyl ether
  3. washThen, the organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration
  6. customthe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-c6c76cd528144d14b73a18801d7756fc
出典データセット
uspto-grants-2012_04
特許番号
US08158790B2

反応ノート

読み込み中…