Ethyl Acetate → 5-{[(1-Aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide
Reaktionsgleichung
Cl[C:2]1[N:3]=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:15]=2)[C:5]([C:10]([NH2:12])=[O:11])=[N:6][C:7]=1[CH2:8][CH3:9].[NH2:24][CH2:25][C:26]1([NH2:32])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1.CN1C(=O)CCC1.C(OCC)(=O)C>O>[NH2:32][C:26]1([CH2:25][NH:24][C:2]2[N:3]=[C:4]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([S:20]([CH3:23])(=[O:22])=[O:21])[CH:15]=3)[C:5]([C:10]([NH2:12])=[O:11])=[N:6][C:7]=2[CH2:8][CH3:9])[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 180 °C
Versuchsvorschrift
A mixture of 5-chloro-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (Preparation Example 353) (150 mg), 1-(aminomethyl)cyclohexaneamine (163 mg) and NMP (1 mL) was heated at 180° C. for 20 minutes using a microwave reaction system. The reaction liquid was cooled, and ethyl acetate and water were added and stirred for 30 minutes. Thereafter, the precipitated powder was collected by filtration. This powder was heated with ethanol-water (1:1) and washed to give 5-{[(1-aminocyclohexyl)methyl]amino}-6-ethyl-3-{[3-(methylsulfonyl)phenyl]amino}pyrazine-2-carboxamide (112 mg) as a white solid.
Aufarbeitung
- customa microwave reaction system
- customThe reaction liquid
- temperaturewas cooled
- filtrationThereafter, the precipitated powder was collected by filtration
- temperatureThis powder was heated with ethanol-water (1:1)
- washwashed
Quellen und Nachweise
- ORD-Eintrag
- ord-c13fa5b3628040a1ac1bebae7bb831a6
- Quelldatensatz
- uspto-grants-2015_03
- Patentnummer
- US08969336B2
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