反応 #61810

反応方程式

cesium carbonate

4-chlorophenyl boronic acid

methyl-5-bromo-pyridine-3-carboxylate

→

5-(4-Chloro-phenyl)-nicotinic acid methyl ester

収率 79.4%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   ろ過filtered
3. 3
   その他the filtrate evaporated
4. 4
   洗浄washed twice with water
5. 5
   乾燥dried over sodium sulphate
6. 6
   その他evaporated

実験手順

81 mg (0.07 mmol)Pd(PPh3)4 was added under argon at room temperature to a solution of 1.0 g (4.63 mmol) methyl-5-bromo-pyridine-3-carboxylate in 23 ml N,N-dimethylformamide and the mixture was heated to 80° C. Then 2.26 g (6.94 mmol) cesium carbonate and 0.84 g (5.09 mmol) of 4-chlorophenyl boronic 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 0.91 g (69%) of 5-(4-Chloro-phenyl)-nicotinic acid methyl ester

出典