Acetic Acid → HCID 71610558, compound

Participants

Reaction Steps

A mixture of 6-morpholino-N2-(naphthalen-1-ylmethyl)pyridine-2,3-diamine (3.2 g, 9.58 mmol) in CH3COOH (50 mL) was refluxed for 16 h. The mixture was cooled to room temperature and concentrated in vacuo. The residue was purified by chromatography eluted with EtOAc/Pet Ether=1/1 and then recrystallized in EtOAc to afford the desired product as a pale solid (481 mg, 14%); LC/MS: MS (ES+) m/e 359 (MH+); 1H NMR (300 MHz, DMSO-d6) δ ppm 2.36 (s, 3H), 3.39 (t, J=4.8 Hz, 4H), 3.67 (t, J=4.8 Hz, 4H), 5.87 (s, 2H), 6.72-6.77 (m, 2H), 7.37-7.42 (m, 1H), 7.56-7.65 (m, 2H), 7.80 (d, J=8.7 Hz, 1H), 7.87 (d, J=8.4 Hz, 1H), 7.98-8.01 (m, 1H), 8.36-8.39 (m, 1H).

Provenance & Evidence