반응 #61810

반응 방정식

cesium carbonate

4-chlorophenyl boronic acid

methyl-5-bromo-pyridine-3-carboxylate

→

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

수율 79.4%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to room temperature
2. 2
   여과filtered
3. 3
   기타the filtrate evaporated
4. 4
   세척washed twice with water
5. 5
   건조dried over sodium sulphate
6. 6
   기타evaporated

실험 절차

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

출처