Reacción #43794

Ecuación de reacción

1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid

HOBt

EDCI.HCl

4-(6,7-dimethoxyquinolin-4-yloxy)-3-fluorobenzenamine

→

product

Rendimiento 64.1%

N-(4-(7-(Benzyloxy)-6-methoxyquinolin-4-yloxy)-3-fluorophenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

Rendimiento 64.1%

Disolventes

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroIt was directly purified by preparative HPLC

Procedimiento

To a mixture of 1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (74 mg, 0.32 mmol), HOBt (16 mg) and EDCI.HCl (65 mg, 0.34 mmol) in DMF (3 mL) was added a solution of 4-(6,7-dimethoxyquinolin-4-yloxy)-3-fluorobenzenamine (120 mg, 0.31 mmol) in DMF (3 mL) at rt, and the reaction mixture was stirred overnight at rt. It was directly purified by preparative HPLC to afford the product (46 mg, 20%) as a white TFA salt solid. 1H NMR (DMF-d7) δ 12.22 (s, 1H), 8.71 (d, 1H, J=6.0 Hz), 8.59 (d, 1H, J=7.2 Hz), 8.14-7.31 (m, 15H), 6.84 (d, 1H, J=5.5 Hz), 6.72 (t, 1H, J=7.2 Hz), 5.35 (s, 2H), 4.02 (s, 3H); MS(ESI+) m/z 606.3 (M+H)+.

Fuente