Sodium Hydroxide → [6-[3-[4-(Diphenylmethoxy)piperidino]propoxy][1,2,4]triazolo[1,5-b]pyridazin-2-yl]carboxylic acid

HRID 1169104

Reaktionsgleichung

Reaktionsgleichung von HRID 1169104
C([O:4][C:5]([C:7]1[N:15]=[C:14]2[N:9]([N:10]=[C:11]([O:16][CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][CH:23]([O:26][CH:27]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH2:22][CH2:21]3)[CH:12]=[CH:13]2)[N:8]=1)=[O:6])(C)C.[OH-].[Na+]>O1CCCC1>[C:34]1([CH:27]([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[O:26][CH:23]2[CH2:24][CH2:25][N:20]([CH2:19][CH2:18][CH2:17][O:16][C:11]3[CH:12]=[CH:13][C:14]4[N:9]([N:8]=[C:7]([C:5]([OH:6])=[O:4])[N:15]=4)[N:10]=3)[CH2:21][CH2:22]2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 53847838Isopropyl [6-[3-[4-(diphenylmethoxy) piperidino]propoxy][1,2,4]triazolo[1,5-b]pyridazin-2-yl]carboxylate

Produkt 1

HCID 22989225[6-[3-[4-(Diphenylmethoxy)piperidino]propoxy][1,2,4]triazolo[1,5-b]pyridazin-2-yl]carboxylic acidAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1.85 g of isopropyl[6-[3-[4-(diphenylmethoxy)piperidino]propoxy][1,2,4]triazolo[1,5-b]pyridazin-2-yl]carboxylate was dissolved in 18 ml of tetrahydrofuran; 3.8 ml of a 1 N aqueous solution of sodium hydroxide was added, followed by stirring at room temperature for 3.5 hours. After cooling, the mixture was concentrated under reduced pressure. The residue was diluted with water and washed with ethyl acetate; 1 N hydrochloric acid was added to adjust pH 4.5. The mixture was crystallized by the addition of ethanol-acetone (1:2), collected by filtration, washed with water and ethyl acetate and dried to yield 1.33 g of the title compound.

Aufarbeitung

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated under reduced pressure
  3. additionThe residue was diluted with water
  4. washwashed with ethyl acetate
  5. addition1 N hydrochloric acid was added
  6. customThe mixture was crystallized by the addition of ethanol-acetone (1:2)
  7. filtrationcollected by filtration
  8. washwashed with water and ethyl acetate
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-8779ebb16c324e6d8acfd9f938daeef6
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06627630B1

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