Reaktionsgleichung
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].C(=O)([O-])[O-].[K+].[K+].[Cl:18][C:19]1[CH:20]=[N:21][C:22]([N:29]2[CH2:32][CH:31](OS(C)(=O)=O)[CH2:30]2)=[C:23]([CH:28]=1)[C:24]([O:26]C)=[O:25].O.[OH-].[Li+]>C(#N)C>[Cl:18][C:19]1[CH:20]=[N:21][C:22]([N:29]2[CH2:32][CH:31]([NH:6][C:5]3[CH:7]=[CH:8][CH:9]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:4]=3)[CH2:30]2)=[C:23]([CH:28]=1)[C:24]([OH:26])=[O:25]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 160 °C
Versuchsvorschrift
To a solution of 3-(Trifluoromethyl)aniline (0.047 ml, 0.374 mmol) in acetonitrile (0.5 ml), potassium carbonate (67.21 mg, 0.486 mmol) was added followed by the addition of methyl 5-chloro-2-(3-((methylsulfonyl)oxy)azetidin-1-yl)nicotinate (D63)(120 mg, 0.374 mmol). The reaction mixture was heated at 160° C. under microwave irradiation for 25 min. Lithium hydroxide monohydrate (23.54 mg, 0.561 mmol) was added and the resulting reaction mixture was heated at 150° C. under microwave irradiation for 5 min. Solvents were evaporated in vacuo and the residue was diluted with water (5 ml) and HCl 1M (15 ml) and extracted with ethyl acetate (3×20 ml). Collected organics, after solvent evaporation, afforded the title compound (D115) (50 mg)
Aufarbeitung
- customthe resulting reaction mixture
- temperaturewas heated at 150° C. under microwave irradiation for 5 min
- customSolvents were evaporated in vacuo
- additionthe residue was diluted with water (5 ml) and HCl 1M (15 ml)
- extractionextracted with ethyl acetate (3×20 ml)
- customCollected organics, after solvent evaporation
Quellen und Nachweise
- ORD-Eintrag
- ord-ac4769fab979437ea79adf759b8ebaaa
- Quelldatensatz
- uspto-grants-2014_09
- Patentnummer
- US08828987B2
Verknüpfte Notizen
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