Ethanol → N-{4-[4-Methyl-2-([1,6]naphthyridin-5-ylamino)-phenylsulfanyl]-phenyl}-acetamide

Participants

Reaction Conditions

Reaction Steps

The product from Example 228e (0.040 g, 0.24 mmol) was reacted with the product from Example 18b as a 1.5M solution in ethanol (0.162 mL, 0.24 mmol) for 17.5 h at 100° C. following the procedure from Example 1g. Consumption of starting material required a second addition of the product from Example 228e (0.027 g, 0.16 mmol) and continued heating at 100° C. (24 h) giving the crude title compound which was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (0.038 g, 27%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 2.02 (s, 3H) 2.36 (s, 3H) 7.12-7.37 (m, 5H) 7.38-7.53 (m, 3H) 7.73-7.92 (m, J=8.64, 4.60 Hz, 2H) 8.94 (d, J=8.46 Hz, 1H) 9.18 (d, J=4.04 Hz, 1H) 9.99 (s, 1H); MS (ESI+) m/z 401.3 (M+H)+; (ESI−) m/z 399.0 (M−H)−.

Provenance & Evidence