Methyl iodide → N-(2,5-Dimethyl-1H-pyrrol-1-yl)-N-methyl-6-(morpholin-4-yl)pyridazin-3-amine
Reaktionsgleichung
[CH3:1][C:2]1[N:3]([NH:8][C:9]2[N:10]=[N:11][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:13][CH:14]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1.[H-].[Na+].[CH3:23]I>CN(C)C=O>[CH3:1][C:2]1[N:3]([N:8]([CH3:23])[C:9]2[N:10]=[N:11][C:12]([N:15]3[CH2:16][CH2:17][O:18][CH2:19][CH2:20]3)=[CH:13][CH:14]=2)[C:4]([CH3:7])=[CH:5][CH:6]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 55 °C
Versuchsvorschrift
To 1.36 g (5 m moles) of N-(2,5-dimethyl-1H-pyrrol-1-yl)-6-morpholino-3-pyridazineamine in 13.6 ml of dimethylformamide, 0.26 g (5.5 m moles) of 55% sodium hydride are added. The mixture is stirred for 30 minutes at room temperature and for additional 30 minutes at 55° C. Then, a solution of 0.78 g (5.5 m moles) of methyl iodide in 2 ml of dimethylformamide is gradually added at 10° C. When the addition is completed the mixture is heated at 50° C. for 45 minutes. The dimethylformamide is evaporated off in vacuo and the residue is dissolved in ethyl acetate. The organic layer is washed with water and then evaporated to dryness to give a solid which is crystallized from hexane. Yield 0.7 g (54%) of the product of the title which melts at 119°-122° C.
Aufarbeitung
- additionWhen the addition
- temperatureis heated at 50° C. for 45 minutes
- customThe dimethylformamide is evaporated off in vacuo
- dissolutionthe residue is dissolved in ethyl acetate
- washThe organic layer is washed with water
- customevaporated to dryness
- customto give a solid which
- customis crystallized from hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-8dca016210da465d88058a16d9cb86a8
- Quelldatensatz
- uspto-grants-1981_01
- Patentnummer
- US04247551
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