Réaction #683032

Équation de réaction

5-bromo-4-fluoropyridin-2-amine

1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Na2CO3

sodium sulfate

→

desired product

Rendement 75.4%

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

Rendement 75.4%

Solvants

DME

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   Filtrationfiltered
3. 3
   Concentrationconcentrated
4. 4
   AutreThe crude product was purified by flash chromatography
5. 5
   Lavageeluting with 0-100% EtOAc (
6. 6
   workup.ADDITIONcontaining 10% of MeOH/heptane

Mode opératoire

To the reaction mixture of 5-bromo-4-fluoropyridin-2-amine (369 mg, 1.932 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (603 mg, 2.90 mmol), PdCl2(dppf)DCM (141 mg, 0.193 mmol) and DME (9.660 μL), 2M Na2CO3 (3.220 mL) was added. The reaction mixture was heated at microwave synthesizer (120° C., 12 min). To the reaction mixture, anhydrous sodium sulfate was added, filtered, and concentrated. The crude product was purified by flash chromatography eluting with 0-100% EtOAc (containing 10% of MeOH/heptane to provide 280 mg of desired product in 75% yield. LCMS (m/z): 193.1 (MH+), 0.35 min.

Source