反应详情

温度

120 °C

In a 20 mL flask, 6-chloro-N-((7-chloro-2-(oxazol-2-yl)-4-oxo-1-phenyl-1,4-dihydroquinolin-3-yl)methyl)nicotinamide (Example I-6) (6 mg, 0.012 mmol) and piperidine (10.4 mg, 0.012 mL, 0.122 mmol) were combined with NMP (0.500 mL) to give a light yellow solution. The reaction mixture was heated at 120° C. for 1.5 hr. After this time, LC/MS showed that the reaction was complete. The reaction mixture was cooled to room temperature, and the solvent was evaporated. The crude product was purified using preparatory reverse-phase HPLC. The product 3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-5′-carboxylic acid (7-chloro-2-oxazol-2-yl-4-oxo-1-phenyl-1,4-dihydro-quinolin-3-ylmethyl)-amide was obtained as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.39 (d, J=2.30 Hz, 1H) 8.31 (d, J=8.59 Hz, 1H) 8.08 (br. s, 1H) 7.96 (d, J=0.80 Hz, 1H) 7.78-7.83 (m, 1H) 7.45-7.54 (m, 4H) 7.38 (d, J=8.20 Hz, 2H) 7.15 (d, J=0.80 Hz, 1H) 6.78-6.85 (m, 1H) 6.71 (d, J=1.95 Hz, 1H) 4.21 (d, J=4.69 Hz, 2H) 3.54-3.61 (m, 4H) 1.45-1.63 (m, 6H). MS calcd. for C30H26ClN5O3 [(M+H)+] 540.2, obsd. 540.1

1. customto give a light yellow solution
2. temperatureThe reaction mixture was cooled to room temperature
3. customthe solvent was evaporated
4. customThe crude product was purified