StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Ethyl cyanoacetate → HCID 20076766, Verbindung

HRID 1654751
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1654751
[N-]1C=CN=C1.[CH:6]1([N:9]2[C:18]3[C:13](=[CH:14][C:15]([F:33])=[C:16]([N:20]4[CH2:24][CH2:23][CH:22]([NH:25]C(OC(C)(C)C)=O)[CH2:21]4)[C:17]=3[Cl:19])[C:12](=[O:34])[C:11]([C:35]([OH:37])=O)=[CH:10]2)[CH2:8][CH2:7]1.C(=O)([O-])[O-].[K+].[K+].[C:44]([CH2:46][C:47]([O:49][CH2:50][CH3:51])=[O:48])#[N:45]>C(#N)C>[ClH:19].[CH:6]1([N:9]2[C:18]3[C:13](=[CH:14][C:15]([F:33])=[C:16]([N:20]4[CH2:24][CH2:23][CH:22]([NH2:25])[CH2:21]4)[C:17]=3[Cl:19])[C:12](=[O:34])[C:11]([C:35](=[O:37])[CH:46]([C:44]#[N:45])[C:47]([O:49][CH2:50][CH3:51])=[O:48])=[CH:10]2)[CH2:8][CH2:7]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 7764Ethyl cyanoacetateHCID 11430Potassium CarbonateHCID 86748637HCID 86748637, Verbindung

Produkt 1

HCID 20076766HCID 20076766, VerbindungAusbeute 140,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

5.2 g of 1-cyclopropyl-6-fluoro-8-chloro-7-(3-t-butoxycarbonylaminopyrrolidin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid imidazolide and 6.9 g of potassium carbonate were put into 200 ml of acetonitrile, and 5.66 g of ethyl cyanoacetate was added thereto, and then refluxed under heating for 5 hours. Acetonitrile was distilled off under reduced pressure, and then water and ethyl acetate were added thereto. The pH of the reaction mixture was adjusted to about 3 with 1N-HCl, and then the organic layer was separated. The organic layer was dehydrated with anhydrous MgSO4, and the solvent was distilled off under reduced pressure. The residue was purified on a silica gel column chromatography, and 50 ml of 10% HCl-ethyl acetate was added to the purified compound. The reaction mixture was stirred for 30 minutes, and the resulting solid was filtered, and then dried to obtain 3.4 g of the object compound

Aufarbeitung

  1. additionwas added
  2. temperaturerefluxed
  3. temperatureunder heating for 5 hours
  4. distillationAcetonitrile was distilled off under reduced pressure
  5. additionwater and ethyl acetate were added
  6. customthe organic layer was separated
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residue was purified on a silica gel column chromatography, and 50 ml of 10% HCl-ethyl acetate
  9. additionwas added to the purified compound
  10. filtrationthe resulting solid was filtered
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-54c0fb6ef5b942b191dd5519299b3e93
Quelldatensatz
uspto-grants-1995_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05409933

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion