5-Chloro-2-methyl-1,8-naphthyridine → N-{4-[4-(2-Methyl-allyloxy)-2-(7-methyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenyl}-acetamide

Participants

Reaction Steps

The product from Example 1d (30 mg, 0.17 mmol) was reacted in ethanol (1 mL) with the product from Example 234a (55 mg, 0.17 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 salt (12 mg, 25%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 1.76 (s, 3H) 2.02 (s, 3 H), 2.75 (s, 3 H), 4.52 (s, 2 H), 4.98 (s, 1 H), 5.05 (s, 1 H), 6.30 (d, J=7.35 Hz, 1 H), 7.04-7.19 (m, 4 H), 7.36 (s, 1 H), 7.41 (d, J=8.46 Hz, 2 H) 7.78 (d, J=8.82 Hz, 1 H), 8.37 (d, J=6.99 Hz, 1H), 8.94 (d, J=8.46 Hz, 1 H) 9.97 (s, 1 H), 10.99 (s, 1 H), 14.33 (s, 1 H); MS (ESI+) m/z 471(M+H)+.

Provenance & Evidence