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Acetonitrile → HCID 69064282, 화합물

HRID 1436931
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HRID 1436931 반응식
[CH3:1][CH:2]([NH:4][C@H:5]1[CH2:9][CH2:8][N:7]([C:10]([O:12]C(C)(C)C)=[O:11])[CH2:6]1)[CH3:3].[F:17][C:18]([F:29])([F:28])[C:19]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:20]=1[CH2:21]Br.[C:30](=[O:33])([O-:32])[O-].[K+].[K+].[C:36](#N)[CH3:37]>C(OCC)(=O)C>[C:10]([OH:12])(=[O:11])/[CH:36]=[CH:37]/[C:30]([OH:32])=[O:33].[CH3:3][CH:2]([N:4]([CH2:21][C:20]1[CH:23]=[C:24]([F:27])[CH:25]=[CH:26][C:19]=1[C:18]([F:28])([F:17])[F:29])[C@H:5]1[CH2:9][CH2:8][NH:7][CH2:6]1)[CH3:1]
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6

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HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 27375785-Fluoro-2-(trifluoromethyl)benzyl bromideHCID 53346612(S)-tert-butyl 3-(isopropylamino)pyrrolidine-1-carboxylate

생성물 1

HCID 69064282HCID 69064282, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate
용매

실험 절차

A solution of 1,1-dimethylethyl (3S)-3-[(1-methylethyl)amino]pyrrolidine-1-carboxylate (0.34 g, 1.5 mmol) and 2-(trifluoromethyl)-5-fluorobenzyl bromide (0.58 g, 2.25 mmol) in acetonitrile (5 mL) was heated at reflux with anhydrous potassium carbonate (0.41 g, 3 mmol) for 24 hours. The reaction mixture was cooled, diluted with ethyl acetate and washed with water. The organic extracts were washed with brine, dried (MgSO4), filtered and evaporated in vacuo to give an oil. This was purified by flash chromatography on silica, eluting with ethyl acetate/cyclohexane (0:100 to 10:90), to give the title compound as an oil.

후처리

  1. temperatureThe reaction mixture was cooled
  2. washwashed with water
  3. washThe organic extracts were washed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto give an oil
  8. customThis was purified by flash chromatography on silica
  9. washeluting with ethyl acetate/cyclohexane (0:100 to 10:90)

출처 및 근거

ORD 기록
ord-548bddb55514412eb9b58a507f2fe27a
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07619096B2

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