4-Chloro-1,8-naphthyridine → 4-(2-(1,8-Naphthyridin-4-ylamino)-4-chlorophenoxy)-n-ethyl-n-methylbenzamide

Participants

Reaction Steps

The product from Example 16c (100 mg, 0.61 mmol) was reacted with the product from Example 133b (185 mg, 0.61 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 (141 mg, 42%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.86-1.18 (m, 3H) 2.62-2.92 (m, 5H) 6.76 (d, J=7.35 Hz, 1H) 6.94 (d, J=8.82 Hz, 2H) 7.25 (d, J=8.09 Hz, 2H) 7.34 (d, J=8.82 Hz, 1H) 7.63 (dd, J=8.82, 2.57 Hz, 1H) 7.75 (d, J=2.57 Hz, 1H) 7.85 (dd, J=8.46, 4.41 Hz, 1H) 8.61 (d, J=6.99 Hz, 1H) 8.96 (dd, J=8.64, 1.29 Hz, 1H) 9.14 (dd, J=4.23, 1.29 Hz, 1H) 11.06 (s, 1H) 14.74 (s, 1H); MS (ESI+) m/z 433 (M+H−TFA)+.

Provenance & Evidence