Acetic Acid → HCID 71610559, compound

Participants

Reaction Steps

To a refluxed solution of N-(2,3-dichlorobenzyl)-6-morpholino-3-nitropyridin-2-amine (1.15 g, 3 mmol) in CH3COOH (100 mL) was added iron powder (504 mg, 9 mmol) in portions. The mixture was then refluxed for 16 h and cooled to room temperature. It was filtered and the filtrate was concentrated in vacuo. The residue was then purified by chromatography on silica gel eluting with EtOAc/Pet ether=1/1 to afford the desired product as a pale solid (352 mg, 30%). LC/MS: MS (ES+) m/e 377 (MH+); 1H NMR (300 MHz, DMSO-d6) δ ppm 2.41 (s, 3H), 3.36 (t, J=4.8 Hz, 4H), 3.67 (t, J=4.8 Hz, 4H), 5.46 (s, 2H), 6.63 (d, J=8.1 Hz, 1H), 6.72 (d, J=8.7 Hz, 1H), 7.28 (t, J=8.1 Hz, 1H), 7.59 (d, J=8.1 Hz, 1H), 7.78 (d, J=8.7 Hz, 1H).

Provenance & Evidence