5-Chloro-2-methyl-1,8-naphthyridine → 4-(4-chloro-2-(7-methyl-1,8-naphthyridin-4-ylamino)phenoxy)-N,N-diethylbenzamide

Participants

Reaction Steps

The product from Example 1d (111 mg, 0.62 mmol) was reacted with the product from Example 129b (199 mg, 0.62 mmol) for 18 h following the procedure from Example 1g giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid (49.2 mg, 14%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.01 (s, 6H) 2.73 (s, 3H) 3.35 (s, 1 H) 3.53-3.81 (m, 4 H) 6.70 (d, J=7.35 Hz, 1 H) 6.93 (d, J=8.46 Hz, 2 H) 7.22 (d, J=8.82 Hz, 2 H) 7.34 (d, J=8.82 Hz, 1 H) 7.62 (dd, J=8.82, 2.57 Hz, 1 H) 7.73 (d, J=6.25 Hz, 1 H) 7.75 (s, 1 H) 8.53 (d, J=6.99 Hz, 1 H) 8.82 (d, J=8.82 Hz, 1 H) 10.92 (s, 1 H) 14.55 (s, 1 H); MS (ESI+) m/z 461 (M+H−TFA)+.

Provenance & Evidence