Sodium Hydroxide → 2-[3-Chloro-6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionic Acid

HRID 1169075Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1169075
Cl.Cl.[Cl:3][C:4]1[N:8]2[N:9]=[C:10]([NH:13][CH2:14][CH2:15][CH2:16][N:17]3[CH2:22][CH2:21][CH:20]([O:23][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)[CH2:19][CH2:18]3)[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:37]([CH3:44])([CH3:43])[C:38]([O:40]CC)=[O:39].[OH-].[Na+]>C(O)C>[Cl:3][C:4]1[N:8]2[N:9]=[C:10]([NH:13][CH2:14][CH2:15][CH2:16][N:17]3[CH2:18][CH2:19][CH:20]([O:23][CH:24]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=4)[CH2:21][CH2:22]3)[CH:11]=[CH:12][C:7]2=[N:6][C:5]=1[C:37]([CH3:44])([CH3:43])[C:38]([OH:40])=[O:39]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 22989228Ethyl 2-[3-chloro-6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate dihydrochloride

Produkt 1

HCID 229893252-[3-Chloro-6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionic AcidAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

653 mg of ethyl 2-[3-chloro-6-[3-[4-(diphenylmethoxy)piperidino]propylamino]imidazo[1,2-b]pyridazin-2-yl]-2-methylpropionate dihydrochloride was dissolved in 6 ml of ethanol; 1.97 ml of a 2 N aqueous solution of sodium hydroxide was added, followed by thermal refluxing for 2.5 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 4.5 by the addition of 1 N hydrochloric acid. Acetone was added; the crystal precipitated was collected by filtration, washed with water-acetone (5:1) and dried to yield 465 mg of the title compound.

Aufarbeitung

  1. customrefluxing for 2.5 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 4.5 by the addition of 1 N hydrochloric acid
  7. additionAcetone was added
  8. customthe crystal precipitated
  9. filtrationwas collected by filtration
  10. washwashed with water-acetone (5:1)
  11. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a1c3ee7b66e44f8295bf8c0121fb9d80
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627630B1

Notizen zur Reaktion

Wird geladen…