Trifluoroacetic acid → 2-(Piperidin-4-yl)quinoxaline

HRID 1066077ノート

反応式

HRID 1066077 の反応式
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:23]=[N:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl.[OH-].[Na+]>[N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=2)[N:22]=[CH:23][C:14]=1[CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

参加物

5

反応物 2

HCID 6422Trifluoroacetic acidHCID 211980351-Tert-butoxycarbonyl-4-(quinoxalin-2-yl)piperidine

生成物 1

HCID 211980262-(Piperidin-4-yl)quinoxaline収率 42%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A mixture of 0.47 gm (1.5 mMol) 1-tert-butoxycarbonyl-4-(quinoxalin-2-yl)piperidine and 5 mL trifluoroacetic acid in 5 mL dichloromethane was stirred at room temperature for 18 hours. The reaction mixture was diluted with 2N sodium hydroxide and the phases were separated. The aqueous phase was extracted well with dichloromethane. The organic phases were combined, washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to flash silica gel chromatography, eluting with dichloromethane containing from 10% to 40% methanol and a trace of ammonium hydroxide. Fractions containing product were combined and concentrated under reduced pressure to provide 0.133 gm (42%) of the title compound as a tan foam.

後処理

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted well with dichloromethane
  3. washwashed with saturated aqueous sodium chloride
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. washeluting with dichloromethane containing from 10% to 40% methanol
  7. additionFractions containing product
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-01204f7df4824d869145027ed5968dee
出典データセット
uspto-grants-2001_06
特許番号
US06242450B1

反応ノート

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