Hydrochloric Acid → 4-(4-Ethyl-piperazin-1-yl)-2,6-difluoro-phenylamine

HRID 912157노트

반응식

HRID 912157 반응식
C([NH:8][C:9]1[C:14]([F:15])=[CH:13][C:12]([N:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH3:23])[CH2:18][CH2:17]2)=[CH:11][C:10]=1[F:24])(OC(C)(C)C)=O.Cl.[OH-].[Na+]>C(OCC)(=O)C>[CH2:22]([N:19]1[CH2:20][CH2:21][N:16]([C:12]2[CH:11]=[C:10]([F:24])[C:9]([NH2:8])=[C:14]([F:15])[CH:13]=2)[CH2:17][CH2:18]1)[CH3:23]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59244991N-Boc-4-(4-ethyl-piperazin-1-yl)-2,6-difluoro-phenylamine

생성물 1

HCID 592443794-(4-Ethyl-piperazin-1-yl)-2,6-difluoro-phenylamine수율 78.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of N-Boc-4-(4-ethyl-piperazin-1-yl)-2,6-difluoro-phenylamine (2.4 g, 7.03 mmol) obtained in Step B in ethyl acetate (20 ml), 6M−HCl aqueous solution (10 ml) was added, followed by stirring at room temperature for 1 hour. To this, 5M-NaOH aqueous solution was added to adjust the pH to 8, followed by extraction with ethyl acetate (50 ml×2). The organic layer was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. This was purified by silica gel column chromatography (dichloromethane/methanol=50/1 to 20/1), followed by further dissolution in a minimum amount of dichloromethane. n-Hexane was added, and an oily component was removed, to obtain the desired compound as a brown solid (1.33 g, 78%).

후처리

  1. extractionfollowed by extraction with ethyl acetate (50 ml×2)
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThis was purified by silica gel column chromatography (dichloromethane/methanol=50/1 to 20/1)
  5. dissolutionfollowed by further dissolution in a minimum amount of dichloromethane
  6. additionn-Hexane was added
  7. customan oily component was removed

출처 및 근거

ORD 기록
ord-3fe10de404714d22bf21126f9d92f609
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022205B2

반응 노트

불러오는 중…