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

Participants

Reaction Steps

The product from Example 2g (75 mg, 0.36 mmol) was reacted with the product from Example 128b (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 (76.3 mg, 36%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.88-1.03 (m, 3 H) 1.70-1.91 (m, 2 H) 2.88-3.00 (m, 2 H) 3.18 (s, 3 H) 3.42 (s, 3 H) 6.71 (d, J=7.35 Hz, 1 H) 6.94 (d, J=8.82 Hz, 2 H) 7.36 (d, J=8.82 Hz, 1 H) 7.50 (d, J=8.82 Hz, 2 H) 7.59-7.66 (m, 1 H) 7.71-7.79 (m, 2 H) 8.53 (d, J=6.99 Hz, 1 H) 8.84 (d, J=8.82 Hz, 1 H) 10.89 (s, 1 H) 14.54 (s, 1 H); MS (ESI+) m/z 477 (M+H−TFA)+.

Provenance & Evidence