Water → HCID 89648267, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-N-(2,3-dichlorobenzyl)-3-nitropyridin-2-amine (3.37 g, 10.1 mmol), morpholine (2.64 g, 30.3 mmol) and K2CO3 (2.09 g, 15.15 mmol) in DMF (50 mL) was stirred at 80° C. for 1 h. The reaction was cooled to room temperature and poured into water (300 mL). It was extracted with EtOAc (300 mL×2). The combined organic layers were washed with brine (300 mL×3), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel eluted with EtOAc/Pet Ether=1/1 to afford the desired product as a yellow solid (3.7 g, 96%); LC/MS: MS (ES+) m/e 383 (MH+); 1H NMR (300 MHz, DMSO-d6) δ ppm 3.54 (s, 4H), 3.56 (s, 4H), 4.81 (d, J=5.7 Hz, 2H), 6.33 (d, J=9.6 Hz, 1H), 7.27-7.34 (m, 2H), 7.53 (dd, J=2.1, 6.9 Hz, 1H), 8.12 (d, J=9.6 Hz, 1H), 9.33 (t, J=6.3 Hz, 1H).

Provenance & Evidence