3-Aminobenzonitrile → 4-(3-Cyanophenylamino)-6-fluoro-1,7-naphthyridine-3-carbonitrile

Participants

Reaction Steps

Following the procedure described above in Example 13, 4-chloro-6-fluoro-1,7-naphthyridine-3-carbonitrile (0.300 g, 1.45 mmol) was reacted with 3-aminobenzonitrile (0.188 g, 1.59 mmol). The crude product was purified by flash chromatography over silica gel (15-30% EtOAc in CH2Cl2) to give pure 4-(3-cyanophenylamino)-6-fluoro-1,7-naphthyridine-3-carbonitrile (0.122 g, 29% yield): 1H NMR (400 MHz, DMSO-D6) δ 7.57-7.80 (m, 3 H) 7.88 (s, 1 H) 8.16 (s, 1 H) 8.75 (s, 1 H) 9.11 (s, 1 H) 10.23 (s, 1 H).

Provenance & Evidence