Dabco → Pradofloxacin

HRID 430581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 430581
Cl[C:2]1[C:11]([C:12]#[N:13])=[C:10]2[C:5]([C:6](=[O:20])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]2[CH:14]2[CH2:16][CH2:15]2)=[CH:4][C:3]=1[F:21].[C@@H:22]12[CH2:30][NH:29][CH2:28][C@@H:27]1[CH2:26][CH2:25][CH2:24][NH:23]2.N12CCN(CC1)CC2>CN(C)C=O.C(#N)C>[C:12]([C:11]1[C:2]([N:29]2[CH2:30][C@@H:22]3[C@@H:27]([CH2:26][CH2:25][CH2:24][NH:23]3)[CH2:28]2)=[C:3]([F:21])[CH:4]=[C:5]2[C:10]=1[N:9]([CH:14]1[CH2:16][CH2:15]1)[CH:8]=[C:7]([C:17]([OH:19])=[O:18])[C:6]2=[O:20])#[N:13]

Komponenten

6

Edukt 3

HCID 9237DabcoHCID 10313138(1S,6S)-2,8-Diazabicyclo(4.3.0)nonaneHCID 153471917-Chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Produkt 1

HCID 9802884Pradofloxacin

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

690 mg (2.25 mmol) of 7-chloro-8-cyano-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are stirred with 312 mg (2.47 mmol) of (1S,6S)-2,8-diazabicyclo[4.3.0]nonane and 504 mg (4.50 mmol) of 1,4-diazabicyclo[2.2.2]octane (DABCO) in a mixture of 6.6 ml of dimethylformamide and 6.6 ml of acetonitrile at room temperature overnight. All the volatile components are removed in vacuo, the residue is taken up in water and the resulting solution is brought to pH 7 with dilute hydrochloric acid. The precipitate formed is filtered off with suction, the filtrate is extracted with methylene chloride and the combined organic phases are dried with sodium sulfate and concentrated in vacuo.

Aufarbeitung

  1. customAll the volatile components are removed in vacuo
  2. customThe precipitate formed
  3. filtrationis filtered off with suction
  4. extractionthe filtrate is extracted with methylene chloride
  5. dry with materialthe combined organic phases are dried with sodium sulfate
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-34d3c4a23f6940a69f4d288b69ba76b6
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06323213B1

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