Trifluoroacetic acid → 4-[(2S,5R)-2,5-Dimethylpiperazin-1-yl]-2-fluorobenzonitrile

HRID 1593379Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1593379
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C@@H:14]([CH3:15])[CH2:13][N:12](C(OC(C)(C)C)=O)[C@H:11]([CH3:23])[CH2:10]2)=[CH:5][C:4]=1[F:24])#[N:2].FC(F)(F)C(O)=O>ClCCl>[CH3:15][C@H:14]1[CH2:13][NH:12][C@H:11]([CH3:23])[CH2:10][N:9]1[C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:24])[CH:5]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 86601755HCID 86601755, Verbindung

Produkt 1

HCID 686909784-[(2S,5R)-2,5-Dimethylpiperazin-1-yl]-2-fluorobenzonitrileAusbeute 114,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Into 150 ml of dichloromethane was dissolved 15.0 g of tert-butyl (2R,5S)-4-(4-cyano-3-fluorophenyl)-2,5-dimethylpiperazine-1-carboxylate, and then 30 ml of trifluoroacetic acid was added thereto, followed by stirring at room temperature overnight. After the reaction solution was removed by evaporation, 1M hydrochloric acid was added thereto, followed by washing with chloroform. The aqueous phase was made basic with a 5M sodium hydroxide aqueous solution, followed by extraction with chloroform. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was removed by evaporation to obtain 12.0 g of the title compound.

Aufarbeitung

  1. customAfter the reaction solution was removed by evaporation, 1M hydrochloric acid
  2. additionwas added
  3. washby washing with chloroform
  4. extractionfollowed by extraction with chloroform
  5. dry with materialAfter the organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was removed by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-1623394ed6c54c798a53602a02ab42bb
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07297698B2

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