تفاعل #66474

معادلة التفاعل

4-chloro-2-phenylquinoline

3-amino-5-methylpyrazole

→

(5-Methyl-2H-pyrazol-3-yl)-(2-phenyl-quinolin-4-yl)-amine

المذيبات

—

petroleum ether

diphenylether

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled to ambient temperature
2. 2
   أخرىthe resulting precipitate was isolated by filtration
3. 3
   أخرىThe crude solid was purified by flash chromatography (SiO2, gradient DCM-MeOH)
4. 4
   أخرىto afford V-4 as a white solid

الإجراء التجريبي

To a mixture of 4-chloro-2-phenylquinoline (J. Het. Chem., 20, 1983, 121-128)(0.53 g, 2.21 mmol) in diphenylether (5 mL) was added 3-amino-5-methylpyrazole (0.43 g, 4.42 mmol) and the resulting mixture heated at 200° C. overnight with stirring. The reaction mixture was cooled to ambient temperature then petroleum ether (20 mL) was added and the resulting precipitate was isolated by filtration. The crude solid was purified by flash chromatography (SiO2, gradient DCM-MeOH) to afford V-4 as a white solid: mp 242-244° C.; 1H NMR (DMSO) δ 2.27 (3H, s), 6.02 (1H, s), 7.47 (2H, d), 7.53-7.40 (2H, br m), 7.67 (1H, m), 7.92 (1H, m), 8.09 (2H, d), 8.48 (2H, m), 9.20 (1H, s), 12.17 (1H, br s); IR (solid) 1584, 1559, 1554, 1483, 1447, 1430, 1389; MS 301.2 (M+H)+.

المصدر