Sodium hydride → 2-{4-[6-(4-Isopropylpiperazin-1-yl)pyridazin-3-yl]phenoxy}-N,N-dimethylacetamide, dihydrochloride
Reaktionsgleichung
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[N:15]=[N:14][C:13]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[H-].[Na+].[Cl:25][CH2:26][C:27]([N:29]([CH3:31])[CH3:30])=[O:28]>CN(C=O)C>[ClH:25].[ClH:25].[CH:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[N:15]=[N:14][C:13]([C:16]3[CH:17]=[CH:18][C:19]([O:22][CH2:26][C:27]([N:29]([CH3:31])[CH3:30])=[O:28])=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[CH2:8][CH2:9]1)([CH3:3])[CH3:2]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
A mixture of 4-[6-(4-isopropyl-piperazin-1-yl)-pyridazin-3-yl]-phenol (110 mg, 0.37 mmol) and 60% sodium hydride (58 mg, 1.45 mmol) in dry DMF (5 mL) was heated at 60° C. for 30 min. 2-Chloro-N,N-dimethylacetamide (54 mg, 0.44 mmol) was added and heating at 60° C. was continued for another 20 h. The reaction mixture was evaporated to dryness and partitioned between water (10 mL) and DCM (10 mL). The organic phase was isolated, washed with brine (5 mL), dried over anhydrous magnesium sulphate, and evaporated to dryness in vacuo. The residue was dissolved in hot ethyl acetate and HClg in Et2O was added to give the title compound.
Aufarbeitung
- temperatureheating at 60° C.
- customThe reaction mixture was evaporated to dryness
- custompartitioned between water (10 mL) and DCM (10 mL)
- customThe organic phase was isolated
- washwashed with brine (5 mL)
- dry with materialdried over anhydrous magnesium sulphate
- customevaporated to dryness in vacuo
- dissolutionThe residue was dissolved in hot ethyl acetate
- additionHClg in Et2O was added
Quellen und Nachweise
- ORD-Eintrag
- ord-82b70d6ad0c845309132b33cab48bd17
- Quelldatensatz
- uspto-grants-2013_08
- Patentnummer
- US08501739B2
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