4-Fluoro-3-nitroaniline → HCID 86629447, compound

Participants

Reaction Steps

5-(Chloromethyl)-N4-ethyl-N2-methoxy-N2-methylpyridine-2,4-diamine (4.3 g, 18.7 mmol, from Example A19) and 4-fluoro-3-nitro-phenylamine (3 g, 19 mmol) were combined in pyridine (50 ml) by the method of Example A4 to provide N4-ethyl-5-((4-fluoro-3-nitrophenylamino)methyl)-N2-methoxy-N2-methylpyridine-2,4-diamine (5.6 g, 85% yield). 1H NMR (400 MHz, DMSO-d6): δ 7.65 (s, 1 H), 7.63 (s, 1 H), 7.34-7.29 (m, 1 H), 7.23-7.21 (m, 1H), 7.02-7.6.98 (m, 1 H), 6.84 (s, 1 H), 6.06 (s, 1 H), 4.18 (d, J=3.2 Hz, 2 H), 3.71 (s, 3 H), 3.31 (s, 3 H), 3.32 (q, J=7.2 Hz, 2 H), 1.18 (t, J=7.2 Hz, 3 H); MS (ESI) m/z: 350.1 [M+H]+.

Provenance & Evidence