Norfloxacin → HCID 19812304, Verbindung

HRID 373321

Reaktionsgleichung

Reaktionsgleichung von HRID 373321
[CH3:1][CH2:2][N:3]1[C:9]2[CH:10]=[C:11]([N:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[C:12]([F:14])=[CH:13][C:8]=2[C:6](=[O:7])[C:5]([C:21]([OH:23])=[O:22])=[CH:4]1.Br[CH2:25][CH:26]1[CH2:31][CH2:30][N:29]([CH:32]=[O:33])[CH2:28][CH2:27]1.C(N(CC)CC)C>CN(C)C=O>[CH2:2]([N:3]1[C:9]2[C:8](=[CH:13][C:12]([F:14])=[C:11]([N:15]3[CH2:20][CH2:19][N:18]([CH2:25][CH:26]4[CH2:31][CH2:30][N:29]([CH:32]=[O:33])[CH2:28][CH2:27]4)[CH2:17][CH2:16]3)[CH:10]=2)[C:6](=[O:7])[C:5]([C:21]([OH:23])=[O:22])=[CH:4]1)[CH3:1]

Komponenten

5

Edukt 3

HCID 4539NorfloxacinHCID 8471TriethylamineHCID 19812293HCID 19812293, Verbindung

Produkt 1

HCID 19812304HCID 19812304, VerbindungAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of norfloxacin (0.96 g, 3 mmol), 4-bromomethyl-1-formylpiperidine (1.26 g 6.1 mmol) and triethylamine (0.44 g, 0.6 mL, 4.3 mmol) in anhydrous dimethylformamide (15 mL) was heated at 100° C. for 2 hours. The solvent was removed under high vacuum and the residue was dissolved in methanol, filtered and precipitated by the addition of diethyl ether to give the product as a white solid (1.0 g, 75% yield).

Aufarbeitung

  1. customThe solvent was removed under high vacuum
  2. dissolutionthe residue was dissolved in methanol
  3. filtrationfiltered
  4. customprecipitated by the addition of diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-4a20cdc51f8d491aa1351202bd29be4a
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05162523

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