Phosphorus oxychloride → 6-Chloro-5-(trifluoromethyl)pyrimidin-4-amine
Reaktionsgleichung
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4](O)[C:3]=1[C:9]([F:12])([F:11])[F:10].O=P(Cl)(Cl)[Cl:15]>>[Cl:15][C:4]1[N:5]=[CH:6][N:7]=[C:2]([NH2:1])[C:3]=1[C:9]([F:12])([F:11])[F:10]Komponenten
3
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
The mixture of 6-amino-5-(trifluoromethyl)pyrimidin-4-ol (N-4) (300 mg, 1.66 mmol) in POCl3 (8 mL) in a pressure vessel is stirred at 100° C. for 1 h. The mixture is allowed to cool to RT and concentrated in vacuo. The residue is taken up in water (20 mL), basified with saturated NaHCO3 aqueous solution to pH=9 and then extracted with DCM (30 mL x3). The combined organic layers are washed with brine, dried over Na2SO4 and filtered. The filtrate is concentrated in vacuo to afford the desired product, 6-chloro-5-(trifluoromethyl)pyrimidin-4-amine (N-5) as a yellow solid.
Aufarbeitung
- temperatureto cool to RT
- concentrationconcentrated in vacuo
- extractionextracted with DCM (30 mL x3)
- washThe combined organic layers are washed with brine
- dry with materialdried over Na2SO4
- filtrationfiltered
- concentrationThe filtrate is concentrated in vacuo
Quellen und Nachweise
- ORD-Eintrag
- ord-c0435718d4ae4cbfa6ca09898b2f32fa
- Quelldatensatz
- uspto-grants-2013_12
- Patentnummer
- US08604032B2
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