4-Chloro-1,8-naphthyridine → 4-[4-(3-Chloro-benzyloxy)-2-([1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

Participants

Reaction Steps

The product from Example 16c (50 mg, 0.30 mmol) was reacted with the product from Example 144a (107 mg, 0.30 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 (109 mg, 60%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.77 (s, 3H) 5.16 (s, 2H) 6.25 (d, J=6.98 Hz, 1H) 6.66 (d, J=8.83 Hz, 2H) 7.07-7.25 (m, J=8.46 Hz, 5H) 7.38-7.53 (m, 3H) 7.80 (d, J=8.45 Hz, 1H) 8.40 (d, J=6.99 Hz, 1H) 8.99 (d, J=8.83 HZ, 1H) 9.79 (s, 1H) 11.02 (br s, 1H) 14.38 (br s, 1H); MS (ESI+) m/z 500 (M+H−TFA)+; (ESI−) m/z 498 (M−H−TFA)−.

Provenance & Evidence