Potassium Carbonate → HCID 178520493, compound

Participants

Reaction Steps

To a solution of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.023 g), 1-hydroxy-7-azabenzotriazole (0.016 g) and potassium carbonate (0.016 g) in 2 mL of dry N,N-dimethylformamide was added 4-chlorobenzylamine (0.015 mL), followed 3-[2-(3,4-Dichlorophenylamino)-4-hydroxy-6-nitro-quinazolin-8-yl]-propionic acid (0.050 g). The resulting suspension was stirred at room temperature for 28 h, then was quenched with 4 mL of water. The precipitate which formed was isolated by filtration, washed with water and dried to afford the title compound as an orange solid (0.035 g). 1H NMR (300 MHz, DMSO-d6): 10.26 (s, 1H), 8.59 (d, J=2.6 Hz, 1H), 8.39 (d, J=2.6 Hz, 1H), 8.35-8.31 (m, 1H), 8.16 (d, J=2.8 Hz, 1H), 7.76 (dd, J=8.8, 2.8 Hz, 1H), 7.50 (d, J=8.8 Hz, 1H), 7.24 (d, J=8.5 Hz, 1H), 7.10 (d, J=6.9 Hz, 2H), 4.20 (d, J=6.1 Hz, 2H), 3.20 (t, J=6.9 Hz, 2H), 2.63 (t, J=7.1 Hz, 2H). HPLC (Method J2): 4.6 min; MS (ES−): m/z 544/546.

Provenance & Evidence