Sodium Bicarbonate → n-[6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-acetamide

HRID 548819Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 548819
[C:1]([N:4]([C:8]1[N:9]=[N:10][C:11]([O:14][CH2:15][C:16]2[C:17]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:18][O:19][C:20]=2[CH3:21])=[CH:12][CH:13]=1)C(=O)C)(=[O:3])[CH3:2].C(=O)(O)[O-].[Na+]>CO>[CH3:21][C:20]1[O:19][N:18]=[C:17]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:16]=1[CH2:15][O:14][C:11]1[N:10]=[N:9][C:8]([NH:4][C:1](=[O:3])[CH3:2])=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 67157632N-Acetyl-N-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-acetamide

Produkt 1

HCID 67157871n-[6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-acetamideAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of N-acetyl-N-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-acetamide (70 mg, 0.19 mmol) in methanol (2 mL) was treated with sodium bicarbonate (1 spatula) and stirred at room temperature for 16 h. The solvent was evaporated and the residue was extracted (dichloromethane/water). The organic phase was dried over sodium sulfate and concentrated. Crystallization of the residue from diisopropylether afforded the title compound as a light brown solid (40 mg, 65%). MS: m/e=325.4 [M+H]+.

Aufarbeitung

  1. customThe solvent was evaporated
  2. extractionthe residue was extracted (dichloromethane/water)
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated
  5. customCrystallization of the residue from diisopropylether

Quellen und Nachweise

ORD-Eintrag
ord-ddc07c11c9ec4d7ca8a115781183c991
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943619B2

Notizen zur Reaktion

Wird geladen…