تفاعل #40938

معادلة التفاعل

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

2-bromo-3-methylthiophene

Na2CO3

PPh3

→

title compound

المردود 32.0%

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

المردود 32.0%

المذيبات

n-PrOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 2.5 hours
2. 2
   أخرىThe solvent was evaporated
3. 3
   workup.DISSOLUTIONthe crude was dissolved in water
4. 4
   استخلاصextracted with Et2O
5. 5
   تجفيفThe organic phase was dried (Na2SO4)
6. 6
   أخرىevaporated
7. 7
   أخرىThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99)

الإجراء التجريبي

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).

المصدر