Reaktion #683033

Reaktionsgleichung

4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine

NBS

→

desired product

Ausbeute 14.2%

3-bromo-4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine

Ausbeute 14.2%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction complete
2. 2
   SonstigeAfter quenched with sat Na2SO3 and NaHCO3
3. 3
   workup.STIRRINGstirred for 30 min
4. 4
   ExtraktionThe reaction mixture was extracted with EtOAc 3 times
5. 5
   FiltrationFiltered out solid
6. 6
   WaschenThe EtOAc layers were washed
7. 7
   SonstigeDried
8. 8
   Einengenconcentrated
9. 9
   SonstigeThe crude material was purified with flash chromatography
10. 10
    Wascheneluting with 0-100% EtOAc (
11. 11
    workup.ADDITIONcontaining 10% MeOH/heptane

Vorschrift

To a solution of 4-fluoro-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (150 mg, 0.780 mmol) in acetonitrile (7. 805 mL) was added NBS (142 mg, 0.796 mmol) in three portions at 0° C. The reaction mixture was stirred at 0° C. for 20 min. LCMS showed the reaction complete. After quenched with sat Na2SO3 and NaHCO3, stirred for 30 min. The reaction mixture was extracted with EtOAc 3 times. Filtered out solid. The solid was not the desired product. The EtOAc layers were washed by sat NaHCO3, water and brine. Dried and concentrated. The crude material was purified with flash chromatography eluting with 0-100% EtOAc (containing 10% MeOH/heptane to provide 30 mg of desired product. LCMS (m/z): 273.1 (MH+), 0.46 min.

Quelle