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

HRID 1066077노트

반응식

HRID 1066077 반응식
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

참가 물질

5

반응물 2

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

생성물 1

HCID 211980262-(Piperidin-4-yl)quinoxaline수율 42%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 14798Sodium Hydroxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-01204f7df4824d869145027ed5968dee
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06242450B1

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