N-(3-Aminopropyl)morpholine → HCID 44405456, compound

Participants

Reaction Steps

Following the procedure described above in Example 34, 4-(3-Chloro-4-fluoro-phenylamino)-6-fluoro-[1,7]naphthyridine-3-carbonitrile was reacted with 3-morpholinopropan-1-amine. The crude product was purified by flash column chromatography (5% methanol in methylene chloride) to give a yellow solid (0.065 g, 65%). 1H NMR (400 MHz, DMSO-D6) δ ppm 1.8 (m, 2 H) 2.4 (d, J=13.1 Hz, 6 H) 3.3 (dd, J=12.9, 6.8 Hz, 2 H) 3.6 (m, 4 H) 6.9 (m, 2 H) 7.3 (m, 1 H) 7.5 (t, J=9.0 Hz, 1 H) 7.6 (dd, J=6.8, 2.5 Hz, 1 H) 8.3 (s, 1 H) 8.8 (s, 1 H) 9.7 (s, 1 H).

Provenance & Evidence