Ethanol → (7-Propyl-[1,8]naphthyridin-4-yl)-(4-trifluoromethyl-biphenyl-2-yl)-amine

Participants

Reaction Conditions

Reaction Steps

The product from Example 2g as a 3.15M solution in ethanol (0.078 mL, 0.24 mmol) was reacted with the product from Example 218b (0.057 g, 0.24 mmol) for 64 h at 100° C. following the procedure from Example 1g. Consumption of starting material required periodic addition of the product from Example 2g (0.103 mL, 0.32 mmol) in all, and continued heating at 100° C. (70 hrs.). The crude title compound was purified by HPLC with TFA providing the product as a trifluoroacetic acid salt (0.0058 g, 5%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.96 (t, J=7.35 Hz, 3 H) 1.73-1.92 (m, 2 H) 2.90-3.02 (m, 2 H) 6.37 (d, J=6.99 Hz, 1 H) 7.32 (d, J=7.72 Hz, 3 H) 7.48 (dd, J=7.91, 1.65 Hz, 2 H) 7.80 (d, J=8.82 Hz, 1 H) 7.86 (d, J=8.09 Hz, 1 H) 7.94-8.03 (m, 2 H) 8.35 (d, J=6.99 Hz, 1H) 8.91 (d, J=8.82 Hz, 1 H); MS (ESI+) m/z 408.1 (M+H)+; (ESI−) m/z 406.2 (M−H)−.

Provenance & Evidence