Reaktion #40938

Reaktionsgleichung

2,4-Di-tert-butoxy-pyrimidine-5-boronic acid

2-bromo-3-methylthiophene

Na2CO3

PPh3

→

title compound

Ausbeute 32.0%

2,4-Di-tert-butoxy-5-(3-methyl-thiophen-2-yl)-pyrimidine

Ausbeute 32.0%

Lösungsmittel

n-PrOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 2.5 hours
2. 2
   SonstigeThe solvent was evaporated
3. 3
   workup.DISSOLUTIONthe crude was dissolved in water
4. 4
   Extraktionextracted with Et2O
5. 5
   TrocknenThe organic phase was dried (Na2SO4)
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99)

Vorschrift

2,4-Di-tert-butoxy-pyrimidine-5-boronic acid (500 mg, 1.75 mmol) was dissolved in n-PrOH (5 mL) and then 2-bromo-3-methylthiophene (236 μl, 2.1 mmol), Na2CO3 (556 mg, 5.25 mmol), PPh3 (133 mg, 0.52 mmol) and Pd(OAc)2 (40 mg, 0.17 mmol) were added. The suspension was stirred at reflux for 2.5 hours. The solvent was evaporated and the crude was dissolved in water and extracted with Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99) to give 170 mg of the title compound as a white solid (32% yield).

Quelle