تفاعل #61810

معادلة التفاعل

cesium carbonate

4-chlorophenyl boronic acid

methyl-5-bromo-pyridine-3-carboxylate

→

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

المردود 79.4%

المذيبات

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to room temperature
2. 2
   ترشيحfiltered
3. 3
   أخرىthe filtrate evaporated
4. 4
   غسيلwashed twice with water
5. 5
   تجفيفdried over sodium sulphate
6. 6
   أخرىevaporated

الإجراء التجريبي

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

المصدر