Reaktion #56775

Reaktionsgleichung

compound 2a

5-bromo-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-3-[2(R)-amino-2-phenylethyl]-pyrimidine-2,4(1H,3H)-dione

2-chlorophenyl boronic acid

sodium carbonate

→

2b

5-(2-chlorophenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]-6-methyl-3-[2(R)-amino-2-phenylethyl]-pyrimidine-2,4(1H,3H)dione

Lösungsmittel

H2O dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeNitrogen gas was bubbled through the solution for 1 minute
2. 2
   SonstigeThe resulting mixture was sealed
3. 3
   TemperaturAfter cooling to ambient temperature
4. 4
   Sonstigethe precipitate was removed by filtration
5. 5
   Sonstigewas purified by prep

Vorschrift

To compound 2a (40 mg, 0.08 mmol) in 0.25 mL/0.75 mL of H2O/dioxane in a 4 mL vial was added 2-chlorophenyl boronic acid (0.12 mmol) and sodium carbonate (51 mg, 0.48 mmol, 6 eq). Nitrogen gas was bubbled through the solution for 1 minute and tetrakis(triphenylphosphine)palladium (9.24 mg, 0.008 mmol) was added. The resulting mixture was sealed and heated at 90° C. overnight. After cooling to ambient temperature, the precipitate was removed by filtration and was purified by prep. LC-MS to give 2b.

Quelle