Bromine → [5-(4-Methanesulfonyl-3-trifluoromethyl-phenyl)-4-methyl-thiazol-2-yl]-pyrazin-2-yl-amine
Reaktionsgleichung
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12](=O)[CH3:13])=[CH:7][C:6]=1[C:15]([F:18])([F:17])[F:16])(=[O:4])=[O:3].BrBr.[N:21]1[CH:26]=[CH:25][N:24]=[CH:23][C:22]=1[NH:27][C:28]([NH2:30])=[S:29]>O1CCOCC1.C(O)C>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:29][C:28]([NH:27][C:22]3[CH:23]=[N:24][CH:25]=[CH:26][N:21]=3)=[N:30][C:12]=2[CH3:13])=[CH:7][C:6]=1[C:15]([F:18])([F:17])[F:16])(=[O:4])=[O:3]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 10 °C
Versuchsvorschrift
1-(4-Methanesulfonyl-3-trifluoromethyl-phenyl)-propan-2-one (Example 59c) (0.60 g, 2.14 mmol) is dissolved in dioxan (50 ml) and the solution is cooled to 10° C. at which point the mixture is semi frozen. Bromine (0.088 ml, 1.7 mmol) is added slowly and the mixture is stirred for an additional 30 min in a semi frozen state. The mixture is then allowed to warm to room temperature and the solvent is removed to give a brown oil. This material is dissolved in ethanol and pyrazin-2-yl-thiourea (1a) is added in one portion. The mixture is stirred at 60° C. for 30 minutes then allowed to cool whereupon the titled product precipitates and is removed by filtration.
Aufarbeitung
- temperatureis semi frozen
- temperaturefrozen state
- temperatureto warm to room temperature
- customthe solvent is removed
- customto give a brown oil
- stirringThe mixture is stirred at 60° C. for 30 minutes
Quellen und Nachweise
- ORD-Eintrag
- ord-ddff63fc334c420fb96dcb2389279267
- Quelldatensatz
- uspto-grants-2011_09
- Patentnummer
- US08017608B2
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