反応 #61818

反応方程式

3-chlorophenylboronic acid pinacol ester

cesium carbonate

methyl-5-bromo-pyridine-3-carboxylate

→

5-(3-Chloro-phenyl)-nicotinic acid methyl ester

収率 80.5%

溶媒

dimethoxyethane

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度to reflux for 30 min
3. 3
   その他evaporated
4. 4
   洗浄washed with water
5. 5
   乾燥dried over sodium sulphate
6. 6
   その他evaporated

実験手順

104 mg (0.09 mmol)Pd(PPh3)4, 1.5 g (6.29 mmol) of 3-chlorophenylboronic acid pinacol ester 2.86 ml (8.58 mmol) and 3M cesium carbonate solution were added under argon at room temperature to a solution of 1.24 g (5.72 mmol) methyl-5-bromo-pyridine-3-carboxylate in 45 ml dimethoxyethane and the mixture was heated to reflux for 30 min. The reaction mixture was cooled to room temperature and evaporated. The residue was taken up with ethyl acetate, washed with water, dried over sodium sulphate and evaporated. Chromatography on silica (eluent: ethyl acetate/n-heptane 1:3) gave 1.14 g (72%) of 5-(3-Chloro-phenyl)-nicotinic acid methyl ester

出典