Piperazine → 6-Piperazin-1-ylimidazo[1,2-b]pyridazine-2-carboxylic acid ethyl ester

HRID 1985632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1985632
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11](Cl)=[N:10][N:9]2[CH:15]=1)=[O:5])[CH3:2].[NH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]2[CH:13]=[CH:12][C:11]([N:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)=[N:10][N:9]2[CH:15]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 2779714ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate

Produkt 1

HCID 668640036-Piperazin-1-ylimidazo[1,2-b]pyridazine-2-carboxylic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 6-chloroimidazo[1,2-b]pyridazine-2-carboxylic acid ethyl ester (1.000 g, 4.432 mmol), piperizine (0.458 g, 5.318 mmol) and potassium carbonate (0.620 g, 4.485 mmol) in 50 mL of toluene was refluxed for 48 hours. The reaction mixture was concentrated in vacuo, diluted with water and extracted with ethyl acetate. The crude product, 6-piperazin-1-ylimidazo[1,2-b]pyridazine-2-carboxylic acid ethyl ester, obtained upon removal of solvent was used for next step reaction without further purification. Yield 1.016 g, 83%.

Aufarbeitung

  1. temperaturewas refluxed for 48 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiondiluted with water
  4. extractionextracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-7ee9207ad11b40b78e127985c5b2941d
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07547698B2

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