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Sodium Hydroxide → 2-[3-Chloro-6-[3-[4-(diphenylmethyl) piperazino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionic acid

HRID 1169074
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1169074
Cl.Cl.Cl.[Cl:4][C:5]1[N:9]2[N:10]=[C:11]([NH:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][CH2:22][N:21]([CH:24]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH2:20][CH2:19]3)[CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[C:37]([CH3:44])([CH3:43])[C:38]([O:40]CC)=[O:39].[OH-].[Na+]>C(O)C>[Cl:4][C:5]1[N:9]2[N:10]=[C:11]([NH:14][CH2:15][CH2:16][CH2:17][N:18]3[CH2:19][CH2:20][N:21]([CH:24]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[CH2:22][CH2:23]3)[CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[C:37]([CH3:44])([CH3:43])[C:38]([OH:40])=[O:39]
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 22989265Ethyl 2-[3-chloro-6-[3-[4-(diphenylmethyl)piperazino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate trihydrochloride

Produkt 1

HCID 229892372-[3-Chloro-6-[3-[4-(diphenylmethyl) piperazino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionic acidAusbeute 91,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702Ethanol
Lösungsmittel

Versuchsvorschrift

633 mg of ethyl 2-[3-chloro-6-[3-[4-(diphenylmethyl)-1-piperazinyl]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate trihydrochloride was dissolved in 6 ml of ethanol; 2.31 ml of a 2 N aqueous solution of sodium hydroxide was added, followed by thermal refluxing for 1.5 hours. After cooling, the mixture was concentrated under reduced pressure. The residue was diluted with water and washed with ethyl acetate; the water layer was adjusted to pH 5 by the addition of 1 N hydrochloric acid. Methanol was added; the crystal precipitated was collected by filtration, washed with water-ethyl acetate and dried to yield 462 mg of the title compound.

Aufarbeitung

  1. customrefluxing for 1.5 hours
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated under reduced pressure
  4. additionThe residue was diluted with water
  5. washwashed with ethyl acetate
  6. additionthe water layer was adjusted to pH 5 by the addition of 1 N hydrochloric acid
  7. additionMethanol was added
  8. customthe crystal precipitated
  9. filtrationwas collected by filtration
  10. washwashed with water-ethyl acetate
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e0d480f6fc4a465d8fdaf4ce4e74b711
Quelldatensatz
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06627630B1

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