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

Participants

Reaction Steps

The product from Example 2g (75 mg, 0.36 mmol) was reacted with the product from Example 127b (111 mg, 0.36 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 (25.8 mg, 12%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.86 (t, J=7.35 Hz, 3H) 0.95 (t, J=7.35 Hz, 3H) 1.37-1.56 (m, 2H) 1.72-1.88 (m, 2H) 2.96 (t, J=7.54 Hz, 2H) 3.08-3.22 (m, 2H) 6.72 (d, J=6.99 Hz, 1H) 6.97 (d, J=8.82 Hz, 2H) 7.29 (d, J=8.82 Hz, 1H) 7.61 (dd, J=8.82, 2.57 Hz, 1H) 7.75 (d, J=8.82 Hz, 4H) 8.34 (t, J=5.70 Hz, 1H) 8.52 (d, J=6.99 Hz, 1H) 8.85 (d, J=8.82 Hz, 1H) 10.90 (s, 1H) 14.55 (s, 1H); MS (ESI+) m/z 475 (M+H−TFA)+.

Provenance & Evidence