5-Chloro-2-propyl-[1,8]naphthyridine → 3-[4-Chloro-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenoxy]-N,N-dimethyl-benzamide

Participants

Reaction Steps

The product from Example 2g (177 mg, 0.86 mmol) was reacted with the product from Example 168d (249 mg, 0.86 mmol) in ethanol (5 mL) at 85° C. in a sealed tube for 18 h giving the crude title compound which was purified by HPLC with TFA providing the product as the trifluoroacetic acid (100 mg, 20.2%). 1H NMR (500 MHz, DMSO-D6) δ ppm: 8.86 (d, J=8.79 Hz, 1H) 8.52 (d, J=6.84 Hz, 1H) 7.74 (d, 1H) 7.72 (d, 1H) 7.60 (dd, J=8.79, 2.93 Hz, 1H) 7.28-7.33 (m, 1H) 7.27 (d, 2H) 7.06 (d, J=7.81 Hz, 1H) 6.99 (dd, J=8.06, 2.69 Hz, 1H) 6.71 (d, J=6.84 Hz, 1H) 2.96 (t, 2H) 2.91 (s, 3H) 2.70 (s, 3H) 1.79-1.86 (m, 2H) 0.96 (t, J=7.49 Hz, 3H); MS (ESI+) m/z 461 (M+H)+.

Provenance & Evidence