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Acetonitrile → HCID 69064282, Verbindung

HRID 1436931
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1436931
[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]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

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

Produkt 1

HCID 69064282HCID 69064282, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857
Ethyl Acetate
Lösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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)

Quellen und Nachweise

ORD-Eintrag
ord-548bddb55514412eb9b58a507f2fe27a
Quelldatensatz
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07619096B2

Notizen zur Reaktion

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