5-Chloro-2-propyl-[1,8]naphthyridine → 4-[4-(3-Bromo-benzyloxy)-2-(7-propyl-[1,8]naphthyridin-4-ylamino)-phenylsulfanyl]-phenol

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Reaction Steps

The product from Example 2g (62 mg, 0.30 mmol) was reacted with 4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol (120 mg, 0.30 mmol) for 48 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 (86 mg, 41%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 0.98 (t, J=7.73 Hz, 3H) 1.85 (dt, J=7.73 Hz, 2H) 3.00 (dd, J=7.72 Hz, 2H) 5.15 (s, 2H) 6.27 (d, J=7.35 Hz, 1H) 6.66 (d, J=8.82 Hz, 2H) 7.07-7.69 (m, 7H) 7.65 (s, 1H) 7.83 (d, J=8.82 Hz, 1H) 8.41 (d, J=6.99 Hz, 1H) 9.03 (d, J=8.82 Hz, 1H) 9.81 (s, 1H) 11.05 (br s, 1H) 14.43 (br s, 1H); MS (ESI+) m/z 572, 574 (M+H−TFA)+; (ESI−) m/z 570-572 (M−H−TFA)−.

Provenance & Evidence