تفاعل #61749

معادلة التفاعل

5-Bromo-furan-2-carboxylic acid (2-piperidin-1-yl-phenyl)-amide

phenylboronic acid

Na2CO3

→

5-Phenyl-furan-2-carboxylic acid (2-piperidin-1-yl-phenyl)-amide

المردود 75.0%

المذيبات

THF H2O

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to room temperature
2. 2
   تركيزthe mixture was concentrated under reduced pressure
3. 3
   أخرىthe resulting residue was purified by silica gel chromatography
4. 4
   أخرىto afford the pure product

الإجراء التجريبي

5-Bromo-furan-2-carboxylic acid (2-piperidin-1-yl-phenyl)-amide (1.0 mmol), phenylboronic acid (1.2 mmol), 1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II) [“Pd(dppf)2Cl2”] (Aldrich) (0.05 mmol) and Na2CO3 (3.0 mmol) were dissolved in a solution of THF/H2O (4:1, 5 mL; saturated with argon) and heated to 80° C. for 5 h. After cooling to room temperature, the mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography to afford the pure product. Yield: 75%. MS: 347 (M+1). 1H NMR (CDCl3, 300 MHz): δ 9.90 (br s, 1H), 8.50 (d, 1H), 7.82 (d, 2H), 7.50-7.28 (m, 4H), 7.24-7.05 (m, 3H), 6.82 (d, 1H), 3.00-2.80 (m, 4H), 1.95-1.80 (m, 4H), 1.75-1.60 (m, 2H).

المصدر