Ethyl Acetate → HCID 21891959, Verbindung

HRID 720501Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 720501
[Cl:1][C:2]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:10]([CH2:17]Cl)[C:9]2[C:4](=[CH:5][C:6]([Cl:21])=[C:7]([O:19][CH3:20])[CH:8]=2)[N:3]=1.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.C(OCC)(=O)C>O>[Cl:1][C:2]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[C:10]([CH2:17][N:26]2[CH2:27][CH2:28][N:23]([CH3:22])[CH2:24][CH2:25]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:21])=[C:7]([O:19][CH3:20])[CH:8]=2)[N:3]=1

Komponenten

5

Edukt 3

HCID 8857Ethyl AcetateHCID 531671-MethylpiperazineHCID 21891992Ethyl 2,7-dichloro-4-(chloromethyl)-6-methoxy-3-quinolinecarboxylate

Produkt 1

HCID 21891959HCID 21891959, VerbindungAusbeute 81,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of ethyl 2,7-dichloro-4-(chloromethyl)-6-methoxy-3-quinolinecarboxylate (6.9 g, 20 mmol) and N-methylpiperazine (9 ml, 80 mmol) is heated to 60° C. for 30 min. The reaction mass is diluted with water and extraction is carried out with ethyl acetate. After decanting, the organic phase is washed with water, followed by drying over magnesium sulphate, filtering and evaporating under reduced pressure. The residue is taken up in water, agitated for 15 minutes, filtered, washed with water and dried under vacuum. The residue is purified by column chromatography (SiO2, MeOH/CH2Cl2: 5/95 to 8/92). 6.7 g of product, a beige solid, is obtained.

Aufarbeitung

  1. customAfter decanting
  2. washthe organic phase is washed with water
  3. dry with materialby drying over magnesium sulphate
  4. filtrationfiltering
  5. customevaporating under reduced pressure
  6. filtrationfiltered
  7. washwashed with water
  8. customdried under vacuum
  9. customThe residue is purified by column chromatography (SiO2, MeOH/CH2Cl2: 5/95 to 8/92)

Quellen und Nachweise

ORD-Eintrag
ord-bcc4d6bba5be4e85a2571b82387811ab
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07135478B2

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