Реакция #61795

Уравнение реакции

cesium carbonate

4-(trifluoromethoxy)phenylboronic acid

methyl-6-bromo-pyridine-2-carboxylate

→

6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester

Выход 44.7%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was cooled to room temperature
2. 2
   Фильтрацияfiltered
3. 3
   Другоеthe filtrate evaporated
4. 4
   Промывкаwashed twice with water
5. 5
   Сушкаdried over sodium sulphate
6. 6
   Другоеevaporated

Методика

162 mg (0.14 mmol)Pd(PPh3)4 was added under argon at room temperature to a solution of 2.0 g (9.25 mmol) methyl-6-bromo-pyridine-2-carboxylate in 46 ml N,N-dimethylformamide and the mixture was heated to 80° C. Then 4.52 g (13.9 mmol) cesium carbonate and 2.1 g (10.18 mmol) of 4-(trifluoromethoxy)phenylboronic acid were added and the mixture was stirred at 80° C. over night. The reaction mixture was cooled to room temperature, filtered, and the filtrate evaporated. The residue was taken up with ethyl acetate, washed twice with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 1.23 g (39%) of 6-(4-Trifluoromethoxy-phenyl)-pyridine-2-carboxylic acid methyl ester

Источник