反応 #40965

反応方程式

2,4-Dimethoxy-pyrimidine-5-boronic acid

3-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

収率 62.0%

2,4-Dimethoxy-5-(6-methyl-pyridin-3-yl)-pyrimidine

収率 62.0%

溶媒

n-PrOH

反応条件

後処理

1. 1
   温度at reflux for 1.5 hours
2. 2
   その他The solvent was evaporated under vacuum
3. 3
   その他the crude was partitioned between water and ethyl acetate
4. 4
   乾燥The organic phase was dried (Na2SO4)
5. 5
   その他evaporated
6. 6
   その他The crude was purified by SCX cartridge
7. 7
   洗浄washing with MeOH
8. 8
   その他collecting the product with MeOH—NH4OH (95-5)

実験手順

2,4-Dimethoxy-pyrimidine-5-boronic acid (commercially available from Aldrich, 830 mg, 4.5 mmol) was dissolved in degassed n-PrOH (10 mL) and then 3-bromo-6-methylpyridine (600 mg, 3.5 mmol), Na2CO3 (956 mg, 9 mmol), PPh3 (90 mg, 0.35 mmol) and Pd(OAc)2 (78 mg, 0.35 mmol) were added. The suspension was stirred at reflux for 1.5 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by SCX cartridge washing with MeOH and then collecting the product with MeOH—NH4OH (95-5) to give 500 mg of the title compound (62% yield).

出典